WO2019234160A1 - Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre - Google Patents

Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre Download PDF

Info

Publication number
WO2019234160A1
WO2019234160A1 PCT/EP2019/064799 EP2019064799W WO2019234160A1 WO 2019234160 A1 WO2019234160 A1 WO 2019234160A1 EP 2019064799 W EP2019064799 W EP 2019064799W WO 2019234160 A1 WO2019234160 A1 WO 2019234160A1
Authority
WO
WIPO (PCT)
Prior art keywords
formula
compounds
methyl
spp
compound
Prior art date
Application number
PCT/EP2019/064799
Other languages
English (en)
Inventor
Michel Muehlebach
Andrew Edmunds
Sebastian RENDLER
Daniel EMERY
Indira SEN
Vikas SIKERVAR
Original Assignee
Syngenta Crop Protection Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Syngenta Crop Protection Ag filed Critical Syngenta Crop Protection Ag
Publication of WO2019234160A1 publication Critical patent/WO2019234160A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond

Definitions

  • the present invention relates to pesticidally active, in particular insecticidally active heterocyclic derivatives containing sulfur substituents, to processes for their preparation, to compositions comprising those compounds, and to their use for controlling animal pests, including arthropods and in particular insects or representatives of the order Acarina.
  • Heterocyclic compounds with pesticidal action are known and described, for example, in
  • the present invention accordingly relates to compounds of formula I,
  • A is CH or N
  • X is S, SO or SO2;
  • R1 is Ci-C 4 alkyl
  • R7 and Re are, independently from each other, Ci-C6alkyl, Ci-C6haloalkyl, C3-C6cycloalkyl, C1- C6cyanoalkyl or Ci-C 4 alkoxyCi-C 4 alkyl; or
  • R7 and Re together with the sulfur atom to which they are attached, form a four- to six-membered, saturated heterocyclic ring system, said ring system is unsubstitued or is mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, Ci-C 4 alkyl, Ci-C 4 alkoxy and C1- C 4 haloalkyl; and said ring system may contain one additional ring heteroatom selected from the group consisting of nitrogen, oxygen and sulfur;
  • n 0 or 1 ;
  • R9 is hydrogen or Ci-C 4 alkyl
  • Q is a radical selected from the group consisting of formula Q1 to Qn
  • Xi is O, S or NR5, wherein R5 is Ci-C4alkyl
  • R2 is halogen, Ci-C6haloalkyl, Ci-C 4 haloalkylsulfanyl, Ci-C 4 haloalkylsulfinyl, Ci-C 4 haloalkylsulfonyl or Ci-C6haloalkoxy;
  • G1 is N or CH
  • R3 is Ci-C6haloalkyl or C2-C6haloalkenyl
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R3, N(CH 3 )R 3 , CH2OR3, C(0)R 3 , CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 and N(CH 3 )COR 3 ; or
  • Compounds of formula I which have at least one basic centre can form, for example, acid addition salts, for example with strong inorganic acids such as mineral acids, for example perchloric acid, sulfuric acid, nitric acid, nitrose acid, a phosphorus acid or a hydrohalic acid, with strong organic carboxylic acids, such as Ci-C 4 alkanecarboxylic acids which are unsubstituted or substituted, for example by halogen, for example acetic acid, such as saturated or unsaturated dicarboxylic acids, for example oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid or phthalic acid, such as hydroxycarboxylic acids, for example ascorbic acid, lactic acid, malic acid, tartaric acid or citric acid, or such as benzoic acid, or with organic sulfonic acids, such as Ci-C 4 alkane- or arylsulfonic acids which are unsubstituted or substituted, for example
  • Compounds of formula I which have at least one acidic group can form, for example, salts with bases, for example mineral salts such as alkali metal or alkaline earth metal salts, for example sodium, potassium or magnesium salts, or salts with ammonia or an organic amine, such as morpholine, piperidine, pyrrolidine, a mono-, di- or tri-lower-alkylamine, for example ethyl-, diethyl-, triethyl- or dimethylpropylamine, or a mono-, di- or trihydroxy-lower-alkylamine, for example mono-, di- or triethanolamine.
  • bases for example mineral salts such as alkali metal or alkaline earth metal salts, for example sodium, potassium or magnesium salts
  • salts with ammonia or an organic amine such as morpholine, piperidine, pyrrolidine, a mono-, di- or tri-lower-alkylamine, for example ethyl-, diethy
  • the compounds of formula (I) according to the invention are in free form, in oxidized form as a N-oxide or in salt form, e.g. an agronomically usable salt form.
  • N-oxides are oxidized forms of tertiary amines or oxidized forms of nitrogen containing heteroaromatic compounds. They are described for instance in the book“Heterocyclic N-oxides” by A. Albini and S. Pietra, CRC Press, Boca Raton 1991.
  • alkyl groups occurring in the definitions of the substituents can be a straight-chain or branched hydrocarbon radical attached via any of the carbon atoms having 1 to n carbon atoms and are, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, iso-butyl, tert-butyl, pentyl, isopentyl, neo-pentyl, hexyl, isohexyl and their branched isomers.
  • Alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, alkoxy, and alkenyl radicals are derived from the alkyl radicals mentioned.
  • the alkenyl groups can be mono- or polyunsaturated.
  • Halogen is generally fluorine, chlorine, bromine or iodine. This also applies, correspondingly, to halogen in combination with other meanings, such as haloalkyl or halophenyl.
  • Haloalkyl groups occurring in the definitions of the substituents refer to a straight-chain or branched saturated alkyl radical attached via any of the carbon atoms having 1 to n carbon atoms (as mentioned above), where some or all of the hydrogen atoms in these radicals may be replaced by fluorine, chlorine, bromine and/or iodine.
  • haloalkyl groups preferably have a chain length of from 1 to 6 carbon atoms.
  • haloalkyl groups preferably have a chain length of from 1 to 4 carbon atoms.
  • Haloalkyl is, for example, any one of, fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, 2,2,2-trifluoroethyl, 2-fluoroethyl, 2- chloroethyl, pentafluoroethyl, 1 ,1-difluoro-2,2,2-trichloroethyl, 2,2,3,3-tetrafluoroethyl, 2,2,2- trichloroethyl, 2,2,3,3-tetrafluoropropyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 2-bromoethyl, 2-iodoethyl, 2,2-difluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2- dichloro-2-fluoroethyl
  • haloalkyl is preferably trichloromethyl, difluorochloromethyl, difluoromethyl, trifluoromethyl, tetrafluoropropyl, pentafluoropropyl and dichlorofluoromethyl.
  • Ci-C2fluoroalkyl would refer to a Ci-C2alkyl radical which carries 1 , 2, 3, 4, or 5 fluorine atoms, for example, any one of difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2- difluoroethyl, 2,2,2-trifluoroethyl, 1 ,1 ,2,2-tetrafluoroethyl or pentafluoroethyl.
  • Haloalkylsulfanyl, haloalkylsulfinyl, haloalkylsulfonyl and haloalkenyl are derived from the haloalkyl radicals mentioned.
  • the haloalkenyl groups can be mono- or polyunsaturated.
  • Alkoxy groups refer to a straight-chain or branched saturated alkyl radical having 1 to n carbon atoms (as mentioned above) which is attached via an oxygen atom, i.e., for example, any one of the radicals methoxy, ethoxy, propoxy, i-propoxy, n-butoxy, isobutoxy, sec-butoxy and tert-butoxy; In one embodiment, alkoxy is preferably methoxy and ethoxy.
  • Alkoxyalkyl groups refer to a straight-chain or branched saturated alkyl radical attached via any of the carbon atoms having 1 to n carbon atoms (as mentioned above), where some or all of the hydrogen atoms in these radicals may be replaced by a alkoxy radical having 1 to n carbon atoms (as mentioned above).
  • such groups preferably have a chain length of 2 to 8 carbon atoms, more preferably a chain length of 2 to 6 carbon atoms.
  • such groups preferably have a chain length of 2 to 4 carbon atoms.
  • alkoxyalkyl is methoxymethyl, methoxyethyl, ethoxymethyl, ethoxyethyl, n-propoxymethyl, n-propoxyethyl, isopropoxymethyl or isopropoxyethyl.
  • the cycloalkyl groups preferably have from 3 to 6 ring carbon atoms, for example cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.
  • Haloalkoxy groups occurring in the definitions of the substituents refer to a straight-chain or branched saturated alkyloxy radical having 1 to n carbon atoms (as mentioned above), which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, i.e., for example, any one of chloromethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy,
  • chlorofluoromethoxy dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2- bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-
  • haloalkoxy groups preferably have a chain length
  • Haloalkylsulfanyl groups occurring in the definitions of the substituents refer to a straight-chain or branched saturated haloalkyl radical attached via any of the carbon atoms having 1 to n carbon atoms (as mentioned above) which is attached via a sulfur atom, i.e., for example, any one of the radicals fluoromethylthio, difluoromethylthio, trifluoromethylthio, chlorodifluoromethylthio,
  • haloalkylsulfinyl and haloalkylsulfonyl occurring in the definitions of the substituents refer to the haloalkylsulfanyl groups above but with the sulfur in a different oxidation state: sulfoxide - S(0)Ci-Cnhaloalkyl or sulfone -S(0) 2 Ci-C n haloalkyl, respectively.
  • Ci-C 4 haloalkylsulfinyl and Ci-C 4 haloalkylsulfonyl which may be, for example, trifluoromethylsulfinyl, trifluoromethylsulfonyl or 2,2,2-trifluoroethylsulfonyl.
  • Cyanoalkyl groups occurring in the definitions of the substituents refer to a straight-chain or branched saturated alkyl radical attached via any of the carbon atoms having 1 to n carbon atoms (as mentioned above), where one of the hydrogen atoms in these radicals is be replaced by a cyano group: for example, cyanomethyl, 2-cyanoethyl, 2-cyanopropyl, 3-cyanopropyl, 1-(cyanomethyl)-2-ethyl, 1- (methyl)-2-cyanoethyl, 4-cyanobutyl, and the like.
  • Haloalkenyl groups occurring in the definitions of the substituents refer to a straight-chain or branched unsaturated alkyl radical (as mentioned above) attached via any of the carbon atoms having 2 to n carbon atoms, for example, vinyl, allyl, homoallyl, but-1-eneyl, and but-2-eneyl (where appropriate, the alkeneyl chains can be of either the (E)- or (Z)-configuration) and where some or all of the hydrogen atoms in these radicals may be replaced by fluorine, chlorine, bromine and/or iodine.
  • the compounds of formula I according to the invention also include hydrates which may be formed during the salt formation.
  • Preferred values of A, X, Ri , R , Rs, n, Rg, Q, Xi , R2, G1, R3 and R4 are, in any combination thereof, as set out below:
  • A is CH or N. Most preferably A is N.
  • X is S or SO2. Most preferably X is SO2.
  • R1 is methyl, ethyl, n-propyl or i-propyl. Most preferably R1 is ethyl.
  • R7 and Rs are each independently Ci-C6alkyl or C3-C6cycloalkyl; or R7 and Rs together with the sulfur atom to which they are attached form a four- to six-membered unsubstituted saturated heterocyclic ring system, which can also contain one ring oxygen atom.
  • R7 and Rs together with the sulfur atom to which they are attached, form a saturated heterocyclic ring system selected from Rx1 to Rx4
  • Rz and Rs are each independently Ci-C3alkyl or C3-C 4 cycloalkyl; or Rz and Rs together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system, which also contains one ring oxygen atom.
  • Rz and Rs are each independently methyl, ethyl, n-propyl, i-propyl or cyclopropyl; or Rz and Rs together with the sulfur atom to which they are attached form a six- membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, wherein Rz and Rs together with the sulfur atom to which they are attached form the radical - CH2CH2OCH2CH2-.
  • Rz and Rs are both methyl; or Rz and Rs are both ethyl; or Rz is methyl and Rs is ethyl; or Rz is methyl and Rs is cyclopropyl; or Rz and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • Rz and Rs are both methyl.
  • n 1
  • Rg is hydrogen, methyl or ethyl; even more preferably hydrogen or methyl. Most preferably Rg is hydrogen.
  • Q is a radical selected from the group consisting of formula Q 1 , CU, Qs, and Qe , wherein the arrow denotes the point of attachment to the ring incorporating the radical A.
  • Q is a radical selected from the group consisting of formula Qi a , Qid, CU, Qs, and , wherein the arrow denotes the point of attachment to the ring incorporating the radical A.
  • Q is the radical Qi a , CU or Qs. Most preferably Q is the radical Qi a or Qs.
  • X 1 is O or NRs, wherein Rs is Ci-C 2 alkyl.
  • Xi is O or NCH3. Most preferably X 1 is NCH3.
  • R 2 is Ci-C3haloalkyl, Ci-C 2 haloalkylsulfanyl, Ci-C 2 haloalkylsulfinyl, Ci-C 2 haloalkylsulfonyl or Ci-C3haloalkoxy. More preferably R 2 is trifluoromethyl, pentafluoroethyl, trifluoromethylsulfanyl, trifluoromethylsulfinyl, trifluoromethylsulfonyl or trifluoromethoxy. Even more preferably R 2 is C 1 - C 2 haloalkyl; particularly preferred are trifluoromethyl or pentafluoroethyl.
  • R 2 is trifluoromethyl.
  • G 1 is N or CH.
  • G 1 is N.
  • R3 is C-i-Cshaloalkyl or C3-C4haloalkenyl.
  • R 3 is CH 2 CF 2 CHF 2 , CH 2 CF 2 CF3, CH 2 CF 2 CHFCF3, CH 2 CH 2 CF 2 CF3,
  • R3 is CH2CF2CHF2 or CH2CF2CF3.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R 3 , N(CH 3 )R 3 , CH2OR3, C(0)R 3 , CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 , N(CH 3 )COR 3 , wherein R3 is C-i-Cshaloalkyl or C3-C 4 haloalkenyl.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R 3 , N(CH 3 )R 3 , CH2OR3, C(0)R 3 , CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 , N(CH 3 )COR 3 , wherein R 3 is CF 2 H, CF 3 , CH 2 CHF 2 , CH 2 CF3, CH 2 CF 2 CHF 2 , CH 2 CF 2 CF3, CH 2 CF 2 CHFCF3,
  • R 4 is a radical selected from the group consisting of F3 ⁇ 4, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH 3 )COR 3 , wherein R 3 is CF 2 H, CF 3 , CH2CHF2, CH2CF3,
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH 3 )COR 3 , wherein R 3 is CH2CF2CHF2, CH2CF2CF3 or CH2CF2CHFCF3. Utmost preferably R 4 is -OCH 2 CF 2 CHF 2 , -OCH 2 CF 2 CF3 or -OCH 2 CF 2 CHFCF3.
  • R 4 is -OCH2CF2CHF2 or -OCH2CF2CF3.
  • a preferred group of compounds of formula I is represented by the compounds of formula l-Q
  • Q, A, n, R9, R7 and Rs are as defined under formula I above; and wherein Xai is S, SO or SO2; Rai is methyl, ethyl, n-propyl or i-propyl.
  • A is preferably N, Xai is preferably S or SO2, more preferably SO2, Rai is preferably ethyl, and R9 is hydrogen or methyl, even more preferably hydrogen.
  • A is preferably CH, Xai is preferably S or SO2, more preferably SO2, Rai is preferably ethyl, and Rg is hydrogen or methyl, even more preferably hydrogen.
  • n is preferably 1
  • R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl.
  • ln yet another preferred group of compounds of formula l-Q, n is preferably 1 , and Rz and Rs, together with the sulfur atom to which they are attached, form a four- to six-membered, saturated heterocyclic ring system, preferably said ring system is unsubstituted, and said ring system contains no or one ring oxygen atom.
  • Rz and Rs together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom; even more preferably Rz and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • n is preferably 1 , and Rz and Rs are both methyl; or Rz and Rs are both ethyl; or Rz is methyl and Rs is ethyl; or Rz is methyl and Rs is cyclopropyl; or Rz and Rs together with the sulfur atom to which they are attached form the radical - CH2CH2OCH2CH2-.
  • Rz and Rs are both methyl.
  • a further preferred embodiment of said especially preferred groups of compounds of formula l-Q comprises compounds wherein A is N or CH, preferably N; Xai is preferably SO2; Rai is preferably ethyl; Rg is hydrogen or methyl, preferably hydrogen; n is 1 ; Rz and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or Rz and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably Rz and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • Q is preferably selected from Q1, Q4, Qs, and wherein X1, R2, G1, R3 and R4 are as defined under formula I above.
  • X1 is preferably O or NRs, in which Rs is Ci-C 4 alkyl, more preferably O or NCH3;
  • R 2 is preferably C-i- Cehaloalkyl, Ci-C 4 haloalkylsulfanyl, Ci-C 4 haloalkylsulfinyl, Ci-C 4 haloalkylsulfonyl or Ci-C6haloalkoxy, more preferably trifluoromethyl, pentafluoroethyl, trifluoromethylsulfanyl, trifluoromethylsulfinyl, trifluoromethylsulfonyl or trifluoromethoxy;
  • G1 is CH or N;
  • An even further preferred embodiment of said especially preferred group of compounds of formula l-Q comprises compounds wherein Xi is preferably O or NRs, in which Rs is Ci-C 4 alkyl, more preferably O or NCH3; R 2 is preferably Ci-C6haloalkyl, more preferably trifluoromethyl or pentafluoroethyl, even more preferably trifluoromethyl; G 1 is CH or N; R3 is preferably Ci-C6haloalkyl, more preferably CH2CF2CHF2 or CH2CF2CF3; and R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R 3 , SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH 3 )COR 3 , wherein R 3 is CH2CF2CHF2, CH2CF2CF3 or CH2CF2CHFCF3, even more preferably CH2CF2CHF2 or CH2CF2CF3.
  • An even further preferred embodiment of said especially preferred group of compounds of formula l-Q comprises compounds wherein X 1 is preferably O or NRs, in which Rs is Ci-C 4 alkyl, more preferably O or NCH3; R 2 is preferably Ci-C6haloalkyl, more preferably trifluoromethyl or pentafluoroethyl, even more preferably trifluoromethyl; G 1 is CH or N; R3 is preferably Ci-C6haloalkyl, more preferably CH2CF2CHF2 or CH2CF2CF3; and R4 is a radical OR3, wherein R3 is Ci-C6haloalkyl, preferably CH 2 CF 2 CHF 2 or CH 2 CF 2 CF3.
  • An even further preferred embodiment of said especially preferred group of compounds of formula l-Q comprises compounds wherein X 1 is preferably O or NRs, in which Rs is Ci-C 4 alkyl, more preferably O or NCH3, even more preferably NCH3; R 2 is preferably Ci-C6haloalkyl, more preferably trifluoromethyl; G 1 is CH or N, more preferably N; R3 is preferably Ci-C6haloalkyl, more preferably CH 2 CF 2 CHF 2 or CH2CF2CF3; and R4 is preferably Ci-C6haloalkoxy, more preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3.
  • the compounds of formula l-Q according to the invention are in free form, in oxidized form as a N-oxide or in salt form, e.g. an agronomically usable salt form.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I-Q1
  • X1, R2, G 1 , A, n, R9, R7 and Rs are as defined under formula I above; and wherein Xa ⁇ is S, SO or SO2; and Ra ⁇ is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa 2 is preferably S or SO2, more preferably SO2;
  • Ra ⁇ is preferably ethyl; and
  • R9 is hydrogen or methyl, preferably hydrogen.
  • X1 is preferably O or NRs, in which Rs is Ci-C 4 alkyl, more preferably O or NCH3, even more preferably NCH3;
  • R2 is preferably C1- Cehaloalkyl, more preferably trifluoromethyl; and
  • G1 is CH or N, more preferably N.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q1 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I-Q1 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q1- 1
  • A is CH or N
  • R9 is hydrogen or Ci-C4haloalkyl, preferably hydrogen or methyl
  • Xi is O or NR5, in which R5 is Ci-C 4 alkyl, preferably O or NCH3;
  • G1 is N or CH
  • R2 is Ci-C6haloalkyl, preferably trifluoromethyl
  • n 1 ;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q1-1 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • A is CH or N
  • R9 is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl
  • R2 is Ci-Cehaloalkyl, preferably trifluoromethyl
  • n 1 ;
  • R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q1-1a comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • A is CH or N
  • R9 is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl
  • R2 is Ci-C6haloalkyl, preferably trifluoromethyl
  • n 1 ;
  • R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q1-1 b comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • A is CH or N
  • R9 is hydrogen or Ci-C4haloalkyl, preferably hydrogen or methyl
  • R2 is Ci-C6haloalkyl, preferably trifluoromethyl
  • n 1 ;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q1-1 c comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • A is CH or N
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl
  • R2 is Ci-C6haloalkyl, preferably trifluoromethyl
  • n 1 ;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q1-1d comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I-Q2
  • R3, A, n, Rg, R7 and Rs are as defined under formula I above; and wherein Xa3 is S, SO or SO2; and Ra3 is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa3 is preferably S or SO2, more preferably SO2;
  • Ra3 is preferably ethyl; and
  • Rg is hydrogen or methyl, preferably hydrogen.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q2 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I-Q2 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q2- 1
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R3 is Ci-C6haloalkyl, preferably CH2CF2CHF2 or CH2CF2CF3;
  • n 1 ;
  • R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q2-1 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs form the radical - CH2CH2OCH2CH2-. Utmost preferably R7 and Rs are both methyl.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I-Q3
  • R3, A, n, Rg, R7 and Rs are as defined under formula I above; and wherein Xa3 is S, SO or SO 2 ; and Ra3 is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa3 is preferably S or SO 2 , more preferably SO 2 ;
  • Ra3 is preferably ethyl; and
  • Rg is hydrogen or methyl, preferably hydrogen.
  • R3 is Ci-C6haloalkyl, preferably R3 is CH2CF2CHF2 or CH2CF2CF3.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q3 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I-Q3 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q3- 1
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R3 is Ci-C6haloalkyl, preferably CH2CF2CHF2 or CH2CF2CF3;
  • n 1 ;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q3-1 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I-Q4
  • R4, A, n, Rg, R7 and Rs are as defined under formula I above; and wherein Xa 4 is S, SO or SO2; and Ra 4 is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa 4 is preferably S or SO2, more preferably SO2;
  • Ra 4 is preferably ethyl; and
  • Rg is hydrogen or methyl, preferably hydrogen.
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R3, N(CH3)R3, CH2OR3, C(0)R3, CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 , N(CH 3 )COR 3 , wherein R 3 is Ci-Cehaloalkyl or C2-Cehaloalkenyl.
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3, CH2CF2CHF2, CH2CF2CF3 or CH2CF2CHFCF3.
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is C3-C4haloalkyl, preferably CH2CF2CHF2,
  • R4 is Ci-C6haloalkoxy, more preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH 2 CF 2 CHF 2 or -OCH 2 CF 2 CF3.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q4 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I-Q4 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q4- 1a
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH3)R3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3,
  • n 1 ;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q4-1a comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q4-
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is Ci-Cehaloalkoxy, preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q4-1 b comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q4- 1 c
  • A is N;
  • Rg is hydrogen
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Rs are, independently from each other, Ci-C6alkyl, even more preferably methyl or ethyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q4-1 c comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-. Utmost preferably R7 and Rs are both methyl.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I-Q5
  • R 4 , A, n, Rg, R7 and Rs are as defined under formula I above; and wherein Xa 4 is S, SO or SO 2 ; and Ra 4 is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa4 is preferably S or SO 2 , more preferably SO 2 ;
  • Ra4 is preferably ethyl; and
  • Rg is hydrogen or methyl, preferably hydrogen.
  • F3 ⁇ 4 is a radical selected from the group consisting of F3 ⁇ 4, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R3, N(CH3)R3, CH2OR3, C(0)R3, CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 , N(CH 3 )COR 3 , wherein R 3 is Ci-Cehaloalkyl or C 2 -C 6 haloalkenyl.
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3, CH2CF2CHF2, CH2CF2CF3 or CH2CF2CHFCF3.
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is C3-C4haloalkyl, preferably CH2CF2CHF2,
  • R4 is Ci-C6haloalkoxy, more preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH 2 CF 2 CHF 2 or -OCH 2 CF 2 CF3.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q5 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I-Q5 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q5- 1a
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R 3 , SO2R3, OSO2R3, N(CH3)R3 or N(CH 3 )COR 3 , wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3,
  • n 1 ;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q5-1a comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q5-
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is Ci-Cehaloalkoxy, preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3; and R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q5-1 b comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • A is N;
  • Rg is hydrogen
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Rs are, independently from each other, Ci-C6alkyl, even more preferably methyl or ethyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q5-1c comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-. Utmost preferably R7 and Rs are both methyl.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I-Q6
  • R 4 , A, n, R9, R7 and Rs are as defined under formula I above; and wherein Xa 4 is S, SO or SO2; and Ra 4 is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa 4 is preferably S or SO 2 , more preferably SO 2 ;
  • Ra 4 is preferably ethyl; and
  • R9 is hydrogen or methyl, preferably hydrogen.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R3, N(CH3)R3, CH2OR3, C(0)R3, CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 , N(CH 3 )COR 3 , wherein R 3 is Ci-Cehaloalkyl or C2-Cehaloalkenyl.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3, CH2CF2CHF2, CH2CF2CF3 or CH2CF2CHFCF3.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is C3-C 4 haloalkyl, preferably CH2CF2CHF2,
  • R 4 is Ci-C6haloalkoxy, more preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH 2 CF 2 CHF 2 or -OCH 2 CF 2 CF3.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q6 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I-Q6 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Re is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs form the radical -CH2CH2OCH2CH2- .
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q6- 1a
  • A is CH or N, preferably N;
  • R9 is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH3)R3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3,
  • n 1 ;
  • R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q6-1a comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q6-
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q6-1 b comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • A is N;
  • Rg is hydrogen
  • R4 is Ci-Cehaloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Rs are, independently from each other, Ci-C6alkyl, even more preferably methyl or ethyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q6-1c comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-. Utmost preferably R7 and Rs are both methyl.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I-Q7
  • R 4 , A, n, R9, R7 and Rs are as defined under formula I above; and wherein Xa 4 is S, SO or SO2; and Ra 4 is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa 4 is preferably S or SO 2 , more preferably SO 2 ;
  • Ra 4 is preferably ethyl; and
  • R9 is hydrogen or methyl, preferably hydrogen.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R3, N(CH3)R3, CH2OR3, C(0)R3, CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 , N(CH 3 )COR 3 , wherein R 3 is Ci-Cehaloalkyl or C2-Cehaloalkenyl.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3, CH2CF2CHF2, CH2CF2CF3 or CH2CF2CHFCF3.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is C3-C 4 haloalkyl, preferably CH2CF2CHF2,
  • R 4 is Ci-C6haloalkoxy, more preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH 2 CF 2 CHF 2 or -OCH 2 CF 2 CF3.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q7 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I-Q7 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q7- 1a
  • A is CH or N, preferably N;
  • R9 is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH3)R3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3,
  • n 1 ;
  • R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q7-1a comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q7-
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q7-1 b comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q7- 1c
  • A is N;
  • Rg is hydrogen
  • R4 is Ci-Cehaloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Rs are, independently from each other, Ci-C6alkyl, even more preferably methyl or ethyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q7-1c comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-. Utmost preferably R7 and Rs are both methyl.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I-Q8
  • R 4 , A, n, R9, R7 and Rs are as defined under formula I above; and wherein Xa 4 is S, SO or SO2; and Ra 4 is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa 4 is preferably S or SO 2 , more preferably SO 2 ;
  • Ra 4 is preferably ethyl; and
  • R9 is hydrogen or methyl, preferably hydrogen.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R3, N(CH3)R3, CH2OR3, C(0)R3, CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 , N(CH 3 )COR 3 , wherein R 3 is Ci-Cehaloalkyl or C2-Cehaloalkenyl.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3, CH2CF2CHF2, CH2CF2CF3 or CH2CF2CHFCF3.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is C3-C 4 haloalkyl, preferably CH2CF2CHF2,
  • R 4 is Ci-C6haloalkoxy, more preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH 2 CF 2 CHF 2 or -OCH 2 CF 2 CF3.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q8 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I-Q8 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q8- 1a
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH3)R3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3,
  • n 1 ;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q8-1a comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q8-
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q8-1 b comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • A is N;
  • Rg is hydrogen
  • R4 is Ci-Cehaloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Rs are, independently from each other, Ci-C6alkyl, even more preferably methyl or ethyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q8-1c comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-. Utmost preferably R7 and Rs are both methyl.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I-Q9
  • R 4 , A, n, R9, R7 and Rs are as defined under formula I above; and wherein Xa 4 is S, SO or SO2; and Ra 4 is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa 4 is preferably S or SO 2 , more preferably SO 2 ;
  • Ra 4 is preferably ethyl; and
  • R9 is hydrogen or methyl, preferably hydrogen.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R3, N(CH3)R3, CH2OR3, C(0)R3, CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 , N(CH 3 )COR 3 , wherein R 3 is Ci-Cehaloalkyl or C2-Cehaloalkenyl.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3, CH2CF2CHF2, CH2CF2CF3 or CH2CF2CHFCF3.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is C3-C 4 haloalkyl, preferably CH2CF2CHF2,
  • R 4 is Ci-C6haloalkoxy, more preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH 2 CF 2 CHF 2 or -OCH 2 CF 2 CF3.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q9 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I-Q9 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q9- 1a
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH3)R3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3,
  • n 1 ;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q9-1a comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I-Q9- 1 b
  • A is CH or N, preferably N;
  • R9 is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is Ci-Cehaloalkoxy, preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3; and R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q9-1 b comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • A is N;
  • Rg is hydrogen
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Rs are, independently from each other, Ci-C6alkyl, even more preferably methyl or ethyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q9-1c comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-. Utmost preferably R7 and Rs are both methyl.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I- Q10
  • R 4 , A, n, R9, R7 and Rs are as defined under formula I above; and wherein Xa 4 is S, SO or SO 2 ; and Ra 4 is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa 4 is preferably S or SO 2 , more preferably SO 2 ;
  • Ra 4 is preferably ethyl; and
  • R9 is hydrogen or methyl, preferably hydrogen.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R3, N(CH3)R3, CH2OR3, C(0)R3, CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 , N(CH 3 )COR 3 , wherein R 3 is Ci-Cehaloalkyl or C2-Cehaloalkenyl.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3, CH2CF2CHF2, CH2CF2CF3 or CH2CF2CHFCF3.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is C3-C 4 haloalkyl, preferably CH2CF2CHF2,
  • R 4 is Ci-C6haloalkoxy, more preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q10 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I- Q10 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I- Q10-1a
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH3)R3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3,
  • n 1 ;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q10-1a comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I- Q10-1 b
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3; and R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q10-1 b comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I- Q10-1c
  • A is N;
  • Rg is hydrogen
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Rs are, independently from each other, Ci-C6alkyl, even more preferably methyl or ethyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q10-1c comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-. Utmost preferably R7 and Rs are both methyl.
  • a further preferred group of compounds of formula I is represented by the compounds of formula I- Q11
  • R 4 , A, n, R9, R7 and Rs are as defined under formula I above; and wherein Xa 4 is S, SO or SO 2 ; and Ra 4 is methyl, ethyl, n-propyl or i-propyl.
  • A is N or CH, preferably N;
  • Xa 4 is preferably S or SO 2 , more preferably SO 2 ;
  • Ra 4 is preferably ethyl; and
  • R9 is hydrogen or methyl, preferably hydrogen.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(H)R3, N(CH3)R3, CH2OR3, C(0)R3, CON(H)R 3 , CON(CH 3 )R 3 , N(H)COR 3 , N(CH 3 )COR 3 , wherein R 3 is Ci-Cehaloalkyl or C2-Cehaloalkenyl.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3, CH2CF2CHF2, CH2CF2CF3 or CH2CF2CHFCF3.
  • R 4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH 3 )R 3 or N(CH3)COR3, wherein R3 is C3-C 4 haloalkyl, preferably CH2CF2CHF2,
  • R 4 is Ci-C6haloalkoxy, more preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3.
  • n is preferably 1 ; and R7 and Rs are as defined under formula I above.
  • a further preferred embodiment of said especially preferred group of compounds of formula I-Q11 comprises compounds wherein R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • a even further preferred embodiment of said especially preferred group of compounds of formula I- Q11 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH 2 CH 2 OCH 2 CH 2 -. Utmost preferably R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I- Q11-1a
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is a radical selected from the group consisting of R3, OR3, SR3, S(0)R3, SO2R3, OSO2R3, N(CH3)R3 or N(CH3)COR3, wherein R3 is Ci-C6haloalkyl, preferably CF2H, CF3, CH2CHF2, CH2CF3,
  • n 1 ;
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q11-1a comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I- Q11 -1 b
  • A is CH or N, preferably N;
  • Rg is hydrogen or Ci-C 4 haloalkyl, preferably hydrogen or methyl, more preferably hydrogen;
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2, -OCH2CF2CF3 or -OCH2CF2CHFCF3, even more preferably -OCH2CF2CHF2 or -OCH2CF2CF3; and R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q1 1-1 b comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • Another preferred group of compounds of formula I is represented by the compounds of formula I- Q1 1-1 c
  • A is N;
  • Rg is hydrogen
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3;
  • R7 and Rs are, independently from each other, Ci-C6alkyl, even more preferably methyl or ethyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • An even further preferred embodiment of said especially preferred group of compounds of formula I- Q1 1 -1 c comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • R7 and Rs are both methyl.
  • A is CH or N
  • Rg is hydrogen or Ci-C 4 alkyl, preferably hydrogen or methyl
  • R7 and Rs are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably R7 and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-; and
  • Q is a radical selected from the group consisting of formula Q1 , CU, Qs, and Qe
  • Xi is O or NR5, in which R5 is Ci-C 4 alkyl, preferably O or NCH3;
  • G1 is N or CH
  • R2 is Ci-C6haloalkyl, preferably trifluoromethyl
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3.
  • An even further preferred embodiment of said outstanding group of compounds of formula l-Q-01 comprises compounds wherein R7 and Rs are both methyl; or R7 and Rs are both ethyl; or R7 is methyl and Rs is ethyl; or R7 is methyl and Rs is cyclopropyl; or R7 and Rs form the radical -CH2CH2OCH2CH2- .
  • R7 and Rs are both methyl.
  • A is CH or N
  • R9 is hydrogen or Ci-C 4 alkyl, preferably hydrogen or methyl
  • R7 and Re are, independently from each other, Ci-C6alkyl or C3-C6cycloalkyl, even more preferably methyl, ethyl or cyclopropyl; or R7 and Rs, together with the sulfur atom to which they are attached form a six-membered unsubstituted saturated heterocyclic ring system which also contains one ring oxygen atom, even more preferably Rz and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-; and
  • Q is a radical selected from the group consisting of formula Qi a , Qid, Q4, Qs, and Qe
  • R2 is Ci-C6haloalkyl, preferably trifluoromethyl
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3.
  • An even further preferred embodiment of said outstanding group of compounds of formula l-Q-02 comprises compounds wherein Rz and Rs are both methyl; or Rz and Rs are both ethyl; or Rz is methyl and Rs is ethyl; or Rz is methyl and Rs is cyclopropyl; or Rz and Rs together with the sulfur atom to which they are attached form the radical -CH2CH2OCH2CH2-.
  • Rz and Rs are both methyl.
  • A is CH or N
  • Rg is hydrogen or Ci-C 4 alkyl, preferably hydrogen or methyl
  • Rz and Rs are, independently from each other, Ci-C6alkyl, more preferably methyl or ethyl, even more preferably Rz and Rs are both methyl, or Rz and Rs are both ethyl;
  • Q is a radical selected from the group consisting of formula Qi a , Qid, CU, Qs, and Qe
  • R2 is Ci-C6haloalkyl, preferably trifluoromethyl
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3.
  • A is CH or N
  • Rg is hydrogen or Ci-C 4 alkyl, preferably hydrogen or methyl
  • Q is a radical selected from the group consisting of formula Qi a , Qid, Q 4 , Qs, and Ob
  • R2 is Ci-C6haloalkyl, preferably trifluoromethyl
  • R4 is Ci-C6haloalkoxy, preferably -OCH2CF2CHF2 or -OCH2CF2CF3.
  • the foregoing groups of compounds of formula I according to the invention are in free form, in oxidized form as a N-oxide or in salt form, e.g. an agronomically usable salt form.
  • the present invention provides a composition
  • a composition comprising an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula (I), or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof, as defined in any of the foregoing embodiments (above), and, optionally, an auxiliary or diluent.
  • the present invention provides a method of combating and controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula (I), or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof, as defined in any of the foregoing embodiments (above) or a composition as defined above.
  • a compound of formula (I) or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof, as defined in any of the foregoing embodiments (above) or a composition as defined above.
  • the present invention provides a method for the protection of plant propagation material from the attack by insects, acarines, nematodes or molluscs, which comprises treating the propagation material or the site, where the propagation material is planted, with a composition as defined above.
  • the process according to the invention for preparing compounds of formula I is carried out in principle by methods known to those skilled in the art. More specifically, the subgroup of compounds of formula I, wherein X is SO (sulfoxide) and/or SO2 (sulfone), may be obtained by means of an oxidation reaction of the corresponding sulfide compounds of formula I, wherein X is S, involving reagents such as, for example, m-chloroperoxybenzoic acid (mCPBA), hydrogen peroxide, oxone, sodium periodate, sodium hypochlorite or tert-butyl hypochlorite amongst other oxidants.
  • mCPBA m-chloroperoxybenzoic acid
  • hydrogen peroxide oxone
  • sodium periodate sodium hypochlorite
  • sodium hypochlorite or tert-butyl hypochlorite amongst other oxidants.
  • Examples of the solvent to be used in the reaction include aliphatic halogenated hydrocarbons such as dichloromethane and chloroform; alcohols such as methanol and ethanol; acetic acid; water; and mixtures thereof.
  • the amount of the oxidant to be used in the reaction is generally 1 to 3 moles, preferably 1 to 1.2 moles, relative to 1 mole of the sulfide compounds I to produce the sulfoxide compounds I, and preferably 2 to 2.2 moles of oxidant, relative to 1 mole of of the sulfide compounds I to produce the sulfone compounds I.
  • Such oxidation reactions are disclosed, for example, in WO 2013/018928.
  • the reaction may be catalyzed by a palladium based catalyst, involving for example bis(dibenzylidene- acetone)palladium(O) (Pd(dba)2), tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3; optionally in form of its chloroform adduct) or palladium(ll) acetate, and a ligand, for example XantPhos ((5-di- phenylphosphanyl-9,9-dimethyl-xanthen-4-yl)diphenylphosphane), RuPhos (2-dicyclohexylphosphino- 2',6'-diisopropoxybiphenyl), JohnPhos ([1 , 1 '-biphenyl]-2-ylbis(1 , 1 -dimethyl-ethyl)phosphine), BINAP (2,2'-bis(dipheny
  • the reaction temperature can preferentially range from room temperature to the boiling point of the reaction mixture, or the reaction may be performed under microwave irradiation.
  • Such reactions have been described, for example, in Journal of Organic Chemistry, 65(1 ), 169-175; 2000, Tetrahedron Letters, 39(32), 5731-5734; 1998, Chem. Commun., 47, 7665-7667; 201 1 or Tetrahedron, 70(37), 6613-6622; 2014.
  • the reaction may be catalyzed by iron, for example iron(lll) chloride, in presence of a ligand, such as N,N'-dimethyl-1 ,2-ethanediamine, and a base, such as sodium, potassium or cesium carbonate, in a solvent or a solvent mixture, like, for example dioxane, 1 ,2-dimethoxyethane or toluene, preferably under inert atmosphere.
  • the reaction temperature can preferentially range from room temperature to the boiling point of the reaction mixture, or the reaction may be performed under microwave irradiation.
  • Such reactions have been described, for example, in Advanced Synthesis & Catalysis, 350(3), 391-394; 2008.
  • the reaction may be catalyzed by copper, for example copper(l) iodide, copper(l) acetate or copper(l) oxide, optionally in presence of a ligand, such as N,N'-dimethyl-1 ,2-ethanediamine, and a base, such as sodium, potassium or cesium carbonate, or potassium phosphate, in a solvent or a solvent mixture, like, for example dioxane, 1 ,2- dimethoxyethane, toluene, N,N-dimethylformamide or dimethylsulfoxide, preferably under inert atmosphere.
  • copper for example copper(l) iodide, copper(l) acetate or copper(l) oxide
  • a ligand such as N,N'-dimethyl-1 ,2-ethanediamine
  • a base such as sodium, potassium or cesium carbonate, or potassium phosphate
  • a solvent or a solvent mixture like, for example dioxane, 1 ,2- dimeth
  • the reaction temperature can preferentially range from room temperature to the boiling point of the reaction mixture, or the reaction may be performed under microwave irradiation.
  • Such reactions have been described, for example, in Advanced Synthesis & Catalysis, 349(17+18), 2673- 2676; 2007, or Angewandte Chemie, International Edition, 48, 5691-5693; 2009.
  • hypervalent iodine reagents such as diacetoxyiodobenzene
  • solvents such as toluene, acetonitrile or methanol
  • WO2015/00221 1 (Q is Qi), W02018/101424 (Q is Q 4 ), WO2016/121969 and WO2017/069105 (Q is Qs), WO2017/065228 (Q is Qe), WO2017/07791 1 (Q is Q 7 ) and WO2018/008727 (Q is Q 8 , Qg and Q10).
  • oxidation reagents may be used such as, for example, KMn0 4 , NaMn0 4 , mCPBA, Nal0 4 /Ru02, Nal0 4 /RuCl3, H2O2, or oxone, under conditions described in, for example, Journal of Organic Chemistry, 44, 2510; 1979 or Monatshefte fuer Chemie 1 16(10), 1 153-64; 1985.
  • ruthenium salts in combination with alkali metal periodates and alternatively the use of alkali metal permanganates was described in WO 2008/097235 and
  • Suitable solvents for the oxidation are, for example, dichloromethane, chloroform, methanol, ethanol or acetic acid.
  • compounds of the formula la wherein X, R1 , R7, Rs, R9, A and Q are as defined in formula I, may be prepared by reacting compounds of formula IV, wherein X, R1 , Rg, A and Q are as defined in formula I, with a sulfoxide reagent S(0)R7Rs of the formula VI, wherein R7 and Rs are as defined in formula I, under similar imination reaction conditions.
  • Typical preparation methods and reaction conditions may be found, for example, in H. Okamura, C. Bolm, Org. Lett. 2004, 6, 1305-1307; H. Okamura, C. Bolm, Chem. Lett. 2004, 33, 482-487; D. Leca, K. Song, M. Amatore, L.
  • Oxidants such as N-iodosuccinimide (NIS) or iodine may be also used alternatively as described, for example, in O.G. Mancheno, C. Bolm, Org. Lett. 2007, 9, 3809-381 1.
  • sulfoxide reagent S(0)R7Rs of the formula VI wherein R7 and Rs are as defined in formula I, for example by involving phosphorus pentoxide (Monatsh. Chem. 101 , 396-404; 1970), or or trifluoroacetic anhydride (J. Org. Chem. 40, 2758-2764; 1975), in presence of triethylamine, and in solvents such as chloroform or dichloromethane, at temperatures between -80 and 100°C, preferably between -70 and 60°C.
  • X, Ri , R9, A and Q are as defined in formula I, and in which Xa is a leaving group such as, for example, chlorine, bromine or iodine, or an aryl-, alkyl- or haloalkylsulfonate such as trifluoromethanesulfonate (scheme 3).
  • Xa is a leaving group such as, for example, chlorine, bromine or iodine, or an aryl-, alkyl- or haloalkylsulfonate such as trifluoromethanesulfonate (scheme 3).
  • Such a transformation involves (i) reacting a compound of the formula II, wherein the leaving group Xa is preferably chlorine or bromine, with, for example, tert-butylcarbamate, benzyl carbamate (wherein the phenyl may be optionally substituted by one or two methoxy), diphenylmethanimine or phenyl- methanimine under Buchwald-Hartwig type cross coupling conditions generating compounds of the formula VII, wherein X, Ri , R9, A and Q are as defined in formula I, and in which Xb is either
  • such a process (i) may be catalyzed by a copper based catalyst, involving for example copper(l) iodide (Cul) or copper(ll) trifluoromethanesulfonate, optionally in the presence of a ligand, such as 2,2'-bipyridine, proline, N,N'-dimethyl glycine or ethylene glycol, in the presence of a suitable base such as triethylamine, sodium carbonate, potassium carbonate, cesium carbonate, sodium methoxide, sodium tert- butoxide, potassium tert-but oxide, in a suitable solvent such as 1 ,4-dioxane, N,N-dimethyl- formamide, dimethyl sulfoxide or N-methylpyrolidinone at temperatures between 100 and 180°C, or the reaction may be performed under microwave irradiation.
  • a ligand such as 2,2'-bipyridine, proline, N,N'-dimethyl glycine
  • Hydrolysis (ii) may be conducted usually under aqueous, either acidic or basic, conditions known to a person skilled in the art.
  • compounds of the formula VII are treated with aqueous hydrogen chloride, or trifluoroacetic acid, optionally in the presence of a solvent, such as 1 ,4-dioxane, tetrahydrofurane or dichloromethane, at reaction temperatures ranging preferentially from 0°C to the boiling point of the reaction mixture, or the reaction may be performed under microwave irradiation.
  • a solvent such as 1 ,4-dioxane, tetrahydrofurane or dichloromethane
  • such a transformation II to IV involves (iii) reacting a compound of the formula II, wherein the leaving group Xa is preferably chlorine or bromine with, for example, sodium- or trimethylsilylazide under azidation conditions generating compounds of the formula VIII, wherein X, Ri , F3 ⁇ 4, A and Q are as defined in formula I; followed by (iv) reduction of the intermediate compounds of formula VIII into the compounds of formula IV.
  • Such a process (iii) may be conducted in a solvent such as N,N- dimethylformamide or dimethyl sulfoxide, optionally in the presence of a copper catalyst, such as copper iodide, optionally in the further presence of a ligand, such as proline or N,N'-dimethylethylene- diamine at temperatures between 50 and 150°C.
  • Reduction (iv) may be conducted under conditions known to a person skilled in the art (see for example: R.C. Larock, Synthetic Organic Methodology: Comprehensive Organic Transformations. A Guide to Functional Group Preparations, 1989; p. 409) in various organic or aqueous solvents compatible to these conditions, at temperatures from below 0°C up to the boiling point of the solvent system.
  • sequence from II to IV via VIII may be done in one step, whereby the intermediate azide VIII is reduced in situ under copper catalyst conditions as described in, for example, Journal of Organic Chemistry (2010), 75(14), 4887-4890 and references cited therein.
  • Such a one-pot process II to IV via VIII was also described in, for example, WO 2016/091731.
  • Xi , Gi , R2, X, F3 ⁇ 4, R1 and A are as defined in formula I, and in which Xa is a leaving group, in particular those compounds wherein Xa is a halogen (even more preferably chlorine, bromine or iodine), for example through heating in acetic acid or trifluoroacetic acid (preferably when X1 is NR5, wherein R5 is Ci-C 4 alkyl), at temperatures between 0 and 180°C, preferably between 20 and 150°C, optionally under microwave irradiation.
  • Cyclization of compounds of formula (X) may also be achieved in the presence of an acid catalyst, for example methanesulfonic acid, or para-toluenesulfonic acid p-TsOH, in an inert solvent such as N-methyl pyrrolidone, toluene or xylene, at temperatures between 25-180°C, preferably 100-170°C.
  • an acid catalyst for example methanesulfonic acid, or para-toluenesulfonic acid p-TsOH
  • an inert solvent such as N-methyl pyrrolidone, toluene or xylene
  • compounds of formula (X) may be converted into compounds of formula II-Q1 (preferably when X1 is O) using triphenylphosphine, diisopropyl azodicarboxylate (or di-ethyl azodicarboxylate) in an inert solvent such as tetrahydrofuran THF at temperatures between 20-50°C.
  • triphenylphosphine diisopropyl azodicarboxylate (or di-ethyl azodicarboxylate) in an inert solvent such as tetrahydrofuran THF at temperatures between 20-50°C.
  • THF tetrahydrofuran
  • XIII Activation of compounds of formula (XIII), wherein X, R9, R 1 and A are as defined in formula I, and in which Xa is a leaving group, in particular those compounds wherein Xa is
  • compounds (XII) where Xoo is halogen, preferably chlorine are formed by treatment of (XIII) with, for example, oxalyl chloride (COCI)2 or thionyl chloride SOCI2 in the presence of catalytic quantities of N,N-dimethylformamide DMF in inert solvents such as methylene chloride CH2CI2 or tetrahydrofuran THF at temperatures between 20 to 100°C, preferably 25°C.
  • COCI oxalyl chloride
  • SOCI2 thionyl chloride
  • Compounds of formula (X) may structurally form as drawn, or may form as a regioisomer thereof (a position isomer of (X)), or even may arise as a mixture of regioisomeric acylation products as described. This invention covers all such isomer forms, and mixtures thereof in all proportions.
  • XIV compounds of formula (XIV), wherein X, Rg, Ri and A are as defined in formula I, and in which Xa is a leaving group, in particular those compounds wherein Xa is a halogen (even more preferably chlorine, bromine or iodine), for example through heating (XIV) in concentrated acid, such as concentrated hydrochloric acid HCI cone or sulfuric acid H 2 SO 4 cone., preferably in the presence of water, optionally in the presence of an inert solvent, such as acetic acid or ethers (for example tetrahydrofuran, ethylene glycol dimethyl ether or 1 ,4-dioxane).
  • concentrated acid such as concentrated hydrochloric acid HCI cone or sulfuric acid H 2 SO 4 cone.
  • an inert solvent such as acetic acid or ethers (for example tetrahydrofuran, ethylene glycol dimethyl ether or 1 ,4-dioxane).
  • a suitable base such as alkali metal carbonates, for example sodium carbonate and potassium carbonate, or alkali metal hydrides such as sodium hydride, or alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, or sodium or potassium tert-butoxide, in an inert solvent at temperatures preferably between 0-120°C.
  • solvent to be used examples include ethers such as THF, ethylene glycol dimethyl ether, tert-butylmethyl ether, and 1 ,4-dioxane, aromatic hydrocarbons such as toluene and xylene, nitriles such as acetonitrile or polar aprotic solvents such as N,N-dimethylformamide, N,N- dimethylacetamide, N-methyl-2-pyrrolidone or dimethyl sulfoxide.
  • salts of the compound of formula VIII include compounds of the formula XVIIa
  • XX formula (XX), or a regioisomer thereof, or an isomeric mixture (in any ratio) thereof, wherein Ri , Rg, R , Rs, A, Xi , Gi , X and R 2 are as defined in formula I, for example through heating in acetic acid or trifluoroacetic acid (preferably when X1 is NR5, wherein Rs is Ci-C4alkyl), at temperatures between 0 and 180°C, preferably between 20 and 150°C, optionally under microwave irradiation.
  • acetic acid or trifluoroacetic acid preferably when X1 is NR5, wherein Rs is Ci-C4alkyl
  • Cyclization of compounds of formula (XX) may also be achieved in the presence of an acid catalyst, for example methanesulfonic acid, or para- toluenesulfonic acid p-TsOH, in an inert solvent such as N-methyl pyrrolidone, toluene or xylene, at temperatures between 25-180°C, preferably 100-170°C.
  • an acid catalyst for example methanesulfonic acid, or para- toluenesulfonic acid p-TsOH
  • an inert solvent such as N-methyl pyrrolidone, toluene or xylene
  • compounds of formula (XX) may be converted into compounds of formula la-Qi (preferably when X1 is O) using triphenylphosphine, diisopropyl azodicarboxylate (or di-ethyl azodicarboxylate) in an inert solvent such as tetrahydrofuran THF at temperatures between 20-50°C.
  • triphenylphosphine diisopropyl azodicarboxylate (or di-ethyl azodicarboxylate) in an inert solvent such as tetrahydrofuran THF at temperatures between 20-50°C.
  • THF tetrahydrofuran
  • compounds (XXII) where Xoo is halogen, preferably chlorine are formed by treatment of (XXIII) with, for example, oxalyl chloride (COCI)2 or thionyl chloride SOCI2 in the presence of catalytic quantities of N,N-dimethylformamide DMF in inert solvents such as methylene chloride CH2CI2 or tetrahydrofuran THF at temperatures between 20 to 100°C, preferably 25°C.
  • COCI oxalyl chloride
  • SOCI2 thionyl chloride
  • Scheme 6a by condensing (scheme 6a) compounds of formula (XXIII) and compounds of formula (XI), wherein the substituent definitions are as described above, optionally in the presence of activating agents, under various formal dehydration conditions, for example in the presence of a dehydrating agent such as polyphosphoric acid, at temperature between 150°C to 250°C, and without isolation of intermediacy compounds of the formula (XX), or a regioisomer thereof, or an isomeric mixture (in any ratio) thereof.
  • a dehydrating agent such as polyphosphoric acid
  • XXIV compounds of formula (XXIV), wherein X, Ri , Rg, Rz, Rs and A are as defined in formula I, and in which Roo is Ci-C6alkyl, under conditions known to a person skilled in the art (using for example conditions such as: aqueous sodium, potassium or lithium hydroxide in methanol, ethanol or dioxane at room temperature, or up to refluxing conditions).
  • compounds of formula (XXIV), wherein X, R 1 , R9, R7, Rs and A are as defined in formula I, and in which Roo is Ci-C6alkyl may also be prepared from compounds of formula (XXVI), wherein X, R 1 , Rg and A are as defined in formula I, and in which Roo is Ci-C6alkyl, under conditions already described above (see scheme 2a, transformation of compounds IV into la).
  • Compounds of formula (XXIVa), wherein X, R 1 , Rg, R7, Rs and A are as defined in formula I, and in which Roo is Ci-C6alkyl, may be prepared by reacting compounds of formula (XXVI), wherein X, R 1 , Rg and A are as defined in formula I, and in which Roo is Ci-C6alkyl, with a reagent S(0)R7Rs of formula VI, wherein R7 and Rs are as defined in formula I, under conditions already described above (see scheme 2b, transformation of compounds IV into lb).
  • compounds of formula (XXIVa), wherein X, R 1 , Rg, R7, Rs and A are as defined in formula I, and in which Roo is Ci-C6alkyl may be prepared by reacting compounds of formula (XXVI), wherein X, R 1 , R9 and A are as defined in formula I, and in which Roo is Ci-Cealkyl, with a reagent SR7R8 of formula V, wherein R7 and Rs are as defined in formula I, under conditions already described above (see scheme 2a, transformation of compounds IV into lb).
  • Compounds of formula (XXVI), wherein X, R 1 , Rg and A are as defined in formula I, and in which Roo is Ci-Cealkyl, may be prepared from compounds of formula (XXV), wherein X, R 1 , Rg and A are as defined in formula I, and wherein Roo is Ci-Cealkyl, and in which Xa is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an aryl-, alkyl- or haloalkylsulfonate such as trifluoromethanesulfonate, under conditions already described above (see scheme 3, transformation of compounds II into IV).
  • Xa is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an aryl-, alkyl- or haloalkylsulfonate such as trifluoromethanesulfonate, under conditions already described above (see
  • XXV Compounds of formula (XXV), wherein X, R 1 , R9 and A are as defined in formula I, and wherein Roo is Ci-Cealkyl, and in which Xa is a leaving group such as, for example, chlorine, bromine or iodine, or an aryl-, alkyl- or haloalkylsulfonate such as trifluoromethanesulfonate, in particular those compounds wherein Xa is a halogen (even more preferably chlorine, bromine or iodine), are either known compounds, commercially available or may be prepared by known methods, described in the literature, as for example in WO 2016/005263, WO 2016/023954, WO 2016/026848 and WO
  • the subgroup of N-oxide compounds of the formula I wherein n is 1 , A is N and Q is either Q 4 , Q5, Q6 or Q7 can be represented by the compounds of the formula la-Q 4567 -NO, wherein X, R1 , R7, Re, R9 and R 4 are as defined in formula I, and in which the radical
  • Compounds of the formula la-Q 4567 wherein X is S (sulfide), can be prepared by deoxygenation of compounds of formula la-Q 4567 -NO, wherein X is S (sulfide), and in which R1, R7, Rs, R9 and R 4 are as defined in formula I, using reagents such as zinc powder and ammonium chloride, preferably an aqueous saturated ammonium chloride solution, in ether solvents such as tetrahydrofuran or dioxane, at temperatures between 0°C and refluxing conditions.
  • reagents such as zinc powder and ammonium chloride, preferably an aqueous saturated ammonium chloride solution, in ether solvents such as tetrahydrofuran or dioxane, at temperatures between 0°C and refluxing conditions.
  • such a reduction may also be achieved under conditions known to a person skilled in the art, for example by involving iron powder in acetic acid, or using molecular hydrogen (H2), optionally under pressure, usually in the presence of a catalyst such as for example Raney-Nickel, or using transfer hydrogenation conditions (for example, ammonium formiate and 5-10% palladium on charcoal in tetrahydrofuran around room temperature), or using phosphorus based reagents such as phosphorus trichloride, triethyl phosphite or triphenyl phosphine.
  • H2 molecular hydrogen
  • transfer hydrogenation conditions for example, ammonium formiate and 5-10% palladium on charcoal in tetrahydrofuran around room temperature
  • phosphorus based reagents such as phosphorus trichloride, triethyl phosphite or triphenyl phosphine.
  • this cross-coupling step may also perform under Fagnou-type conditions (described by Fagnou et al. in, for example, Org. Lett. 2011 , 13, 2310-13 and J. Am. Chem. Soc. 2009, 131 , 3291- 3306) involving palladium acetate and a phosphine ligand such as tri-tert-butylphosphonium tetrafluoroborate (PtBu3-HBF 4 ), in the presence of a base such as potassium carbonate or cesium carbonate, in solvents such as tetrahydrofuran, dioxane, acetonitrile, N,N-dimethylformamide or toluene, at temperatures between 0°C and 150°C, preferably between room temperature and 120°C, preferably under inert atmosphere, and optionally microwave irradiation.
  • Fagnou-type conditions described by Fagnou et al. in, for example, Org. Lett. 2011 , 13,
  • XXXI compounds of formula (XXXI), wherein R9 is as defined in formula I, and in which Xc is a leaving group such as, for example, chlorine, bromine or iodine (preferably bromine), or an aryl-, alkyl- or haloalkylsulfonate such as trifluoromethanesulfonate, under conditions known to those skilled in the art, involving for example, meta-chloroperbenzoic acid in an inert solvent such as ethyl acetate, chloroform or methylene chloride, at temperatures between 0°C and 80°C, preferably 10 to 70°C.
  • Xc is a leaving group such as, for example, chlorine, bromine or iodine (preferably bromine)
  • aryl-, alkyl- or haloalkylsulfonate such as trifluoromethanesulfonate
  • oxidizing agents such as for example methyltrioxorhenium and hydrogen peroxide (either aqueous or as a urea complex), hydrogen peroxide in acetic acid, or the hbCh/urea adduct in the presence of an acid anhydride, e.g. trifluoroacetic anhydride.
  • oxidations are known from the literature, for example from J. Med. Chem. 1989, 32 2561 or WO 00/15615.
  • the reactants can be reacted in the presence of a base.
  • suitable bases are alkali metal or alkaline earth metal hydroxides, alkali metal or alkaline earth metal hydrides, alkali metal or alkaline earth metal amides, alkali metal or alkaline earth metal alkoxides, alkali metal or alkaline earth metal acetates, alkali metal or alkaline earth metal carbonates, alkali metal or alkaline earth metal dialkylamides or alkali metal or alkaline earth metal alkylsilylamides, alkylamines, alkylenediamines, free or N-alkylated saturated or unsaturated cycloalkylamines, basic heterocycles, ammonium hydroxides and carbocyclic amines.
  • sodium hydroxide sodium hydride, sodium amide, sodium methoxide, sodium acetate, sodium carbonate, potassium tert- butoxide, potassium hydroxide, potassium carbonate, potassium hydride, lithium diisopropylamide, potassium bis(trimethylsilyl)amide, calcium hydride, triethylamine, diisopropylethylamine,
  • the reactants can be reacted with each other as such, i.e. without adding a solvent or diluent. In most cases, however, it is advantageous to add an inert solvent or diluent or a mixture of these. If the reaction is carried out in the presence of a base, bases which are employed in excess, such as triethylamine, pyridine, N-methylmorpholine or N,N-diethylaniline, may also act as solvents or diluents.
  • the reaction is advantageously carried out in a temperature range from approximately -80°C to approximately +140°C, preferably from approximately -30°C to approximately +100°C, in many cases in the range between ambient temperature and approximately +80°C.
  • a compound of formula I can be converted in a manner known per se into another compound of formula I by replacing one or more substituents of the starting compound of formula I in the customary manner by (an)other substituent(s) according to the invention.
  • Salts of compounds of formula I can be prepared in a manner known per se.
  • acid addition salts of compounds of formula I are obtained by treatment with a suitable acid or a suitable ion exchanger reagent and salts with bases are obtained by treatment with a suitable base or with a suitable ion exchanger reagent.
  • Salts of compounds of formula I can be converted in the customary manner into the free compounds I, acid addition salts, for example, by treatment with a suitable basic compound or with a suitable ion exchanger reagent and salts with bases, for example, by treatment with a suitable acid or with a suitable ion exchanger reagent.
  • Salts of compounds of formula I can be converted in a manner known per se into other salts of compounds of formula I, acid addition salts, for example, into other acid addition salts, for example by treatment of a salt of inorganic acid such as hydrochloride with a suitable metal salt such as a sodium, barium or silver salt, of an acid, for example with silver acetate, in a suitable solvent in which an inorganic salt which forms, for example silver chloride, is insoluble and thus precipitates from the reaction mixture.
  • a salt of inorganic acid such as hydrochloride
  • a suitable metal salt such as a sodium, barium or silver salt
  • the compounds of formula I which have saltforming properties can be obtained in free form or in the form of salts.
  • the compounds of formula I and, where appropriate, the tautomers thereof, in each case in free form or in salt form, can be present in the form of one of the isomers which are possible or as a mixture of these, for example in the form of pure isomers, such as antipodes and/or diastereomers, or as isomer mixtures, such as enantiomer mixtures, for example racemates, diastereomer mixtures or racemate mixtures, depending on the number, absolute and relative configuration of asymmetric carbon atoms which occur in the molecule and/or depending on the configuration of non-aromatic double bonds which occur in the molecule; the invention relates to the pure isomers and also to all isomer mixtures which are possible and is to be understood in each case in this sense hereinabove and hereinbelow, even when stereochemical details are not mentioned specifically in each case.
  • Diastereomer mixtures or racemate mixtures of compounds of formula I, in free form or in salt form, which can be obtained depending on which starting materials and procedures have been chosen can be separated in a known manner into the pure diasteromers or racemates on the basis of the physicochemical differences of the components, for example by fractional crystallization, distillation and/or chromatography.
  • Enantiomer mixtures such as racemates, which can be obtained in a similar manner can be resolved into the optical antipodes by known methods, for example by recrystallization from an optically active solvent, by chromatography on chiral adsorbents, for example high-performance liquid
  • N-oxides can be prepared by reacting a compound of the formula I with a suitable oxidizing agent, for example the FbCh/urea adduct in the presence of an acid anhydride, e.g. trifluoroacetic anhydride.
  • a suitable oxidizing agent for example the FbCh/urea adduct
  • an acid anhydride e.g. trifluoroacetic anhydride.
  • the compounds of formula I and, where appropriate, the tautomers thereof, in each case in free form or in salt form, can, if appropriate, also be obtained in the form of hydrates and/or include other solvents, for example those which may have been used for the crystallization of compounds which are present in solid form.
  • Table 1 This table discloses the 84 compounds 1.001 to 1.084 of the formula 1-1 a:
  • CycloC3 is cyclopropyl.
  • Table 2 This table discloses the 84 compounds 2.001 to 2.084 of the formula 1-1 a, wherein Rg is H, Xu is SO, and A, Rn, R 2 , n, R7 and Rs are as defined in Table X.
  • Table 3 This table discloses the 84 compounds 3.001 to 3.084 of the formula 1-1 a, wherein R9 is H, X11 is SO2, and A, Rn, R2, n, R7 and Rs are as defined in Table X.
  • Table 4 This table discloses the 84 compounds 4.001 to 4.084 of the formula 1-1 a, wherein R9 is CH3, X 11 is S, and A, Rn , R 2 , n, R7 and Rs are as defined in Table X.
  • Table 5 This table discloses the 84 compounds 5.001 to 5.084 of the formula 1-1 a, wherein Rg is CH3,
  • X 11 is SO, and A, Rn, R 2 , n, R7 and Rs are as defined in Table X.
  • Table 6 This table discloses the 84 compounds 6.001 to 6.084 of the formula 1-1 a, wherein Rg is Ch , Xu is SO2, and A, Rn, R2, n, R7 and Rs are as defined in Table X.
  • Table 7 This table discloses the 84 compounds 7.001 to 7.084 of the formula 1-1 b:
  • R9 is H
  • Xu is S
  • A, Rn , R 2 , n, R7 and Rs are as defined in Table X.
  • Table 8 This table discloses the 84 compounds 8.001 to 8.084 of the formula 1-1 b, wherein Rg is H, X 11 is SO, and A, Rn, R 2 , n, R7 and Rs are as defined in Table X.
  • Table 9 This table discloses the 84 compounds 9.001 to 9.084 of the formula 1-1 b, wherein Rg is H, X11 is SO2, and A, Rn, R2, n, R7 and Rs are as defined in Table X.
  • Table 10 This table discloses the 84 compounds 10.001 to 10.084 of the formula 1-1 b, wherein Rg is CH3, X11 is S, and A, Rn , R2, n, R7 and Rs are as defined in Table X.
  • Table 11 discloses the 84 compounds 11.001 to 11.084 of the formula 1-1 b, wherein Rg is CH3, X11 is SO, and A, Rn , R2, n, R7 and Rs are as defined in Table X.
  • Table 12 This table discloses the 84 compounds 12.001 to 12.084 of the formula 1-1 b, wherein R9 is CH3, X11 is SO2, and A, Rn , R2, n, R7 and Rs are as defined in Table X.
  • Table 13 This table discloses the 84 compounds 13.001 to 13.084 of the formula 1-1 c:
  • Rg is H
  • Xu is S
  • A, Rn , R 2 , n, R7 and Rs are as defined in Table X.
  • Table 14 This table discloses the 84 compounds 14.001 to 14.084 of the formula 1-1 c, wherein Rg is H, X11 is SO, and A, Rn , R2, n, R7 and Rs are as defined in Table X.
  • Table 15 This table discloses the 84 compounds 15.001 to 15.084 of the formula 1-1 c, wherein R9 is H, X 11 is SO 2 , and A, Rn , R 2 , n, R7 and Rs are as defined in Table X.
  • Table 16 This table discloses the 84 compounds 16.001 to 16.084 of the formula 1-1 c, wherein R9 is CH3, X11 is S, and A, Rn , R2, n, R7 and Rs are as defined in Table X.
  • Table 17 This table discloses the 84 compounds 17.001 to 17.084 of the formula 1-1 c, wherein Rg is CH3, X11 is SO, and A, Rn , R2, n, R7 and Rs are as defined in Table X.
  • Table 18 This table discloses the 84 compounds 18.001 to 18.084 of the formula 1-1 c, wherein R9 is CH3, X11 is SO2, and A, Rn , R2, n, R7 and Rs are as defined in Table X.
  • Table 19 This table discloses the 84 compounds 19.001 to 19.084 of the formula 1-1 d:
  • R9 is H
  • Xu is S
  • A, Rn , R 2 , n, R7 and Rs are as defined in Table X.
  • Table 20 This table discloses the 84 compounds 20.001 to 20.084 of the formula 1-1 d, wherein Rg is H, X 11 is SO, and A, Rn , R 2 , n, R7 and Rs are as defined in Table X.
  • Table 21 This table discloses the 84 compounds 21.001 to 21.084 of the formula 1-1 d, wherein Rg is H, X 11 is SO 2 , and A, Rn , R 2 , n, R7 and Rs are as defined in Table X.
  • Table 22 This table discloses the 84 compounds 22.001 to 22.084 of the formula 1-1 d, wherein Rg is CH3, X11 is S, and A, Rn , R2, n, R7 and Rs are as defined in Table X.
  • Table 23 This table discloses the 84 compounds 23.001 to 23.084 of the formula 1-1 d, wherein Rg is CH3, X11 is SO, and A, Rn , R2, n, R7 and Rs are as defined in Table X.
  • Table 24 This table discloses the 84 compounds 24.001 to 24.084 of the formula 1-1 d, wherein R9 is CH3, X11 is SO2, and A, Rn , R2, n, R7 and Rs are as defined in Table X.
  • Table 25 This table discloses the 98 compounds 25.001 to 25.098 of the formula I-2:
  • Rg is H
  • Xu is S
  • A, Rn , R3, n, R7 and Rs are as defined in Table Y:
  • CycloC3 is cyclopropyl.
  • Table 26 This table discloses the 98 compounds 26.001 to 26.098 of the formula I-2, wherein Rg is H, Xu is SO, and A, Rn, R3, n, R7 and Rs are as defined in Table Y.
  • Table 27 This table discloses the 98 compounds 27.001 to 27.098 of the formula i-2, wherein R9 is H, X11 is SO2, and A, Rn, R3, n, R7 and Rs are as defined in Table Y.
  • Table 28 This table discloses the 98 compounds 28.001 to 28.098 of the formula I-2, wherein R9 is CH3, X11 is S, and A, Rn , R3, n, R7 and Rs are as defined in Table Y.
  • Table 29 This table discloses the 98 compounds 29.001 to 29.098 of the formula I-2, wherein Rg is CH3, X11 is SO, and A, Rn , R3, n, R7 and Rs are as defined in Table Y.
  • Table 30 This table discloses the 98 compounds 30.001 to 30.098 of the formula I-2, wherein Rg is CH3, X11 is SO2, and A, Rn , R3, n, R7 and Rs are as defined in Table Y.
  • Table 31 This table discloses the 98 compounds 31.001 to 31.098 of the formula I-3:
  • Rg is H
  • Xu is S
  • A, Rn , R3, n, R7 and Rs are as defined in Table Y.
  • Table 32 This table discloses the 98 compounds 32.001 to 32.098 of the formula I-3, wherein Rg is H, X 11 is SO, and A, Rn , R3, n, R7 and Rs are as defined in Table Y.
  • Table 33 This table discloses the 98 compounds 33.001 to 33.098 of the formula I-3, wherein R9 is H, X11 is SO2, and A, Rn , R3, n, R7 and Rs are as defined in Table Y.
  • Table 34 discloses the 98 compounds 34.001 to 34.098 of the formula I-3, wherein Rg is CH3, X11 is S, and A, Rn , R3, n, R7 and Rs are as defined in Table Y.
  • Table 35 This table discloses the 98 compounds 35.001 to 35.098 of the formula I-3, wherein Rg is CH3, X11 is SO, and A, Rn , R3, n, R7 and Rs are as defined in Table Y.
  • Table 36 This table discloses the 98 compounds 36.001 to 36.098 of the formula I-3, wherein R9 is CH3, X11 is SO2, and A, Rn , R3, n, R7 and Rs are as defined in Table Y.
  • Table 4-37 This table discloses the 98 compounds 4-37.001 to 4-37.098 of the formula I-4:
  • CycloC3 is cyclopropyl.
  • Table 4-38 This table discloses the 98 compounds 4-38.001 to 4-38.098 of the formula I-4, wherein Rg is H , Xu is SO, L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-39 This table discloses the 98 compounds 4-39.001 to 4-39.098 of the formula I-4, wherein R9 is H, X 11 is SO 2 , L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-40 This table discloses the 98 compounds 4-40.001 to 4-40.098 of the formula I-4, wherein R9 is CH3, X 11 is S, L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-41 discloses the 98 compounds 4-41.001 to 4-41.098 of the formula I-4, wherein Rg is CH3, X11 is SO, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-42 This table discloses the 98 compounds 4-42.001 to 4-42.098 of the formula I-4, wherein Rg is CH3, X11 is SO2, L is a direct bond and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 4-43 This table discloses the 98 compounds 4-43.001 to 4-43.098 of the formula I-4, wherein Rg is H , X 11 is S, L is O and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-44 This table discloses the 98 compounds 4-44.001 to 4-44.098 of the formula I-4, wherein Rg is H , X 11 is SO, L is O and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-45 This table discloses the 98 compounds 4-45.001 to 4-45.098 of the formula I-4, wherein R9 is H, X11 is SO2, L is O and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-46 This table discloses the 98 compounds 4-46.001 to 4-46.098 of the formula I-4, wherein R9 is CH3, X11 is S, L is O and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 4-47 This table discloses the 98 compounds 4-47.001 to 4-47.098 of the formula 1-4, wherein Rg is CH3, X11 is SO, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-48 This table discloses the 98 compounds 4-48.001 to 4-48.098 of the formula 1-4, wherein R9 is CH3, X11 is SO2, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-49 discloses the 98 compounds 4-49.001 to 4-49.098 of the formula 1-4, wherein R9 is H, X 11 is S, L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-50 This table discloses the 98 compounds 4-50.001 to 4-50.098 of the formula 1-4, wherein Rg is H, X 11 is SO, L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-51 discloses the 98 compounds 4-51.001 to 4-51.098 of the formula 1-4, wherein Rg is H, X 11 is SO 2 , L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-52 This table discloses the 98 compounds 4-52.001 to 4-52.098 of the formula 1-4, wherein Rg is CH3, X11 is S, L is S and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-53 This table discloses the 98 compounds 4-53.001 to 4-53.098 of the formula 1-4, wherein Rg is CH3, X11 is SO, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-54 This table discloses the 98 compounds 4-54.001 to 4-54.098 of the formula 1-4, wherein R9 is CH3, X11 is SO2, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-55 This table discloses the 98 compounds 4-55.001 to 4-55.098 of the formula 1-4, wherein Rg is H, X 11 is S, L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-56 This table discloses the 98 compounds 4-56.001 to 4-56.098 of the formula 1-4, wherein Rg is H, X 11 is SO, L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-57 This table discloses the 98 compounds 4-57.001 to 4-57.098 of the formula 1-4, wherein R9 is H, X 11 is SO 2 , L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-58 This table discloses the 98 compounds 4-58.001 to 4-58.098 of the formula 1-4, wherein Rg is CH3, X11 is S, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-59 This table discloses the 98 compounds 4-59.001 to 4-59.098 of the formula 1-4, wherein Rg is CH3, X11 is SO, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-60 This table discloses the 98 compounds 4-60.001 to 4-60.098 of the formula 1-4, wherein R9 is CH3, X11 is SO2, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-61 This table discloses the 98 compounds 4-61.001 to 4-61.098 of the formula 1-4, wherein Rg is H, X 11 is S, L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-62 This table discloses the 98 compounds 4-62.001 to 4-62.098 of the formula 1-4, wherein
  • Rg is H, Xu is SO, L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-63 This table discloses the 98 compounds 4-63.001 to 4-63.098 of the formula 1-4, wherein
  • R9 is H
  • X11 is SO2
  • L is SO2
  • A Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-64 This table discloses the 98 compounds 4-64.001 to 4-64.098 of the formula 1-4, wherein R9 is CH3, X11 is S, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-65 This table discloses the 98 compounds 4-65.001 to 4-65.098 of the formula 1-4, wherein Rg is CH3, X11 is SO, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-66 This table discloses the 98 compounds 4-66.001 to 4-66.098 of the formula 1-4, wherein Rg is CH3, X11 is SO2, L is SO2 and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-67 This table discloses the 98 compounds 4-67.001 to 4-67.098 of the formula 1-4, wherein
  • Rg is H
  • X 11 is S
  • L is OSO 2
  • A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-68 This table discloses the 98 compounds 4-68.001 to 4-68.098 of the formula 1-4, wherein
  • Rg is H
  • X 11 is SO
  • L is OSO2
  • A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-69 This table discloses the 98 compounds 4-69.001 to 4-69.098 of the formula 1-4, wherein
  • Rg is H
  • X 11 is SO2
  • L is OSO2
  • A Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-70 This table discloses the 98 compounds 4-70.001 to 4-70.098 of the formula 1-4, wherein R9 is CH3, X11 is S, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-71 discloses the 98 compounds 4-71.001 to 4-71.098 of the formula 1-4, wherein Rg is CH3, X11 is SO, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-72 This table discloses the 98 compounds 4-72.001 to 4-72.098 of the formula 1-4, wherein R9 is CH3, X11 is SO2, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-73 This table discloses the 98 compounds 4-73.001 to 4-73.098 of the formula 1-4, wherein
  • Rg is H
  • X 11 is S
  • L is N(CH3)
  • A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-74 This table discloses the 98 compounds 4-74.001 to 4-74.098 of the formula 1-4, wherein
  • Rg is H, X 11 is SO, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 4-75 This table discloses the 98 compounds 4-75.001 to 4-75.098 of the formula 1-4, wherein
  • Rg is H, X 11 is SO2, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 4-76 This table discloses the 98 compounds 4-76.001 to 4-76.098 of the formula 1-4, wherein
  • R9 is CH3, X11 is S, L is N(CH3) and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-77 This table discloses the 98 compounds 4-77.001 to 4-77.098 of the formula I-4, wherein Rg is CH3, X11 is SO, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 4-78 This table discloses the 98 compounds 4-78.001 to 4-78.098 of the formula I-4, wherein Rg is CH3, X11 is SO2, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 4-79 This table discloses the 98 compounds 4-79.001 to 4-79.098 of the formula I-4, wherein Rg is H, X 11 is S, L is N(CH3)CO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-80 This table discloses the 98 compounds 4-80.001 to 4-80.098 of the formula I-4, wherein Rg is H, X 11 is SO, L is N(CH3)CO and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 4-81 discloses the 98 compounds 4-81.001 to 4-81.098 of the formula I-4, wherein R9 is H, X11 is SO2, L is N(CH3)CO and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-82 This table discloses the 98 compounds 4-82.001 to 4-82.098 of the formula I-4, wherein Rg is CH3, X11 is S, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-83 discloses the 98 compounds 4-83.001 to 4-83.098 of the formula I-4, wherein Rg is CH3, X11 is SO, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 4-84 This table discloses the 98 compounds 4-84.001 to 4-84.098 of the formula I-4, wherein R9 is CH3, X11 is SO2, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-37 This table discloses the 98 compounds 5-37.001 to 5-37.098 of the formula I-5:
  • Rg is H
  • Xu is S
  • L is a direct bond
  • A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-38 This table discloses the 98 compounds 5-38.001 to 5-38.098 of the formula I-5, wherein Rg is H, X 11 is SO, L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-39 This table discloses the 98 compounds 5-39.001 to 5-39.098 of the formula I-5, wherein R9 is H, X 11 is SO 2 , L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-40 This table discloses the 98 compounds 5-40.001 to 5-40.098 of the formula I-5, wherein R9 is CH3, X 11 is S, L is a direct bond and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-41 This table discloses the 98 compounds 5-41.001 to 5-41.098 of the formula I-5, wherein Rg is CH3, X11 is SO, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-42 This table discloses the 98 compounds 5-42.001 to 5-42.098 of the formula I-5, wherein Rg is CH3, X11 is SO2, L is a direct bond and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 5-43 This table discloses the 98 compounds 5-43.001 to 5-43.098 of the formula I-5, wherein R9 is H, X 11 is S, L is O and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-44 This table discloses the 98 compounds 5-44.001 to 5-44.098 of the formula I-5, wherein R9 is H, X 11 is SO, L is O and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-45 This table discloses the 98 compounds 5-45.001 to 5-45.098 of the formula I-5, wherein Rg is H, X 11 is SO 2 , L is O and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-46 This table discloses the 98 compounds 5-46.001 to 5-46.098 of the formula I-5, wherein Rg is CH3, X11 is S, L is O and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 5-47 This table discloses the 98 compounds 5-47.001 to 5-47.098 of the formula I-5, wherein Rg is CH3, X11 is SO, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-48 This table discloses the 98 compounds 5-48.001 to 5-48.098 of the formula I-5, wherein Rg is CH3, X11 is SO2, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-49 This table discloses the 98 compounds 5-49.001 to 5-49.098 of the formula I-5, wherein R9 is H, X 11 is S, L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-50 This table discloses the 98 compounds 5-50.001 to 5-50.098 of the formula I-5, wherein Rg is H, X 11 is SO, L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-51 discloses the 98 compounds 5-51.001 to 5-51.098 of the formula I-5, wherein Rg is H, X 11 is SO 2 , L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-52 This table discloses the 98 compounds 5-52.001 to 5-52.098 of the formula I-5, wherein R9 is CH3, X11 is S, L is S and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-53 This table discloses the 98 compounds 5-53.001 to 5-53.098 of the formula I-5, wherein Rg is CH3, X11 is SO, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-54 This table discloses the 98 compounds 5-54.001 to 5-54.098 of the formula I-5, wherein Rg is CH3, X11 is SO2, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-55 This table discloses the 98 compounds 5-55.001 to 5-55.098 of the formula I-5, wherein R9 is H, X 11 is S, L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-56 This table discloses the 98 compounds 5-56.001 to 5-56.098 of the formula I-5, wherein Rg is H, X 11 is SO, L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-57 This table discloses the 98 compounds 5-57.001 to 5-57.098 of the formula 1-5, wherein Rg is H, Xu is SO 2 , L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-58 This table discloses the 98 compounds 5-58.001 to 5-58.098 of the formula 1-5, wherein R9 is CH3, X11 is S, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-59 This table discloses the 98 compounds 5-59.001 to 5-59.098 of the formula 1-5, wherein R9 is CH3, X11 is SO, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-60 This table discloses the 98 compounds 5-60.001 to 5-60.098 of the formula 1-5, wherein Rg is CH3, X11 is SO2, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-61 This table discloses the 98 compounds 5-61.001 to 5-61.098 of the formula 1-5, wherein
  • Rg is H
  • X 11 is S
  • L is SO 2
  • A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-62 This table discloses the 98 compounds 5-62.001 to 5-62.098 of the formula 1-5, wherein
  • Rg is H
  • X 11 is SO
  • L is SO 2
  • A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-63 This table discloses the 98 compounds 5-63.001 to 5-63.098 of the formula 1-5, wherein
  • Rg is H, X 11 is SO2, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-64 This table discloses the 98 compounds 5-64.001 to 5-64.098 of the formula 1-5, wherein R9 is CH3, X11 is S, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-65 This table discloses the 98 compounds 5-65.001 to 5-65.098 of the formula 1-5, wherein Rg is CH3, X11 is SO, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-66 This table discloses the 98 compounds 5-66.001 to 5-66.098 of the formula 1-5, wherein Rg is CH3, X11 is SO2, L is SO2 and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-67 This table discloses the 98 compounds 5-67.001 to 5-67.098 of the formula 1-5, wherein
  • Rg is H
  • X 11 is S
  • L is OSO 2
  • A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-68 This table discloses the 98 compounds 5-68.001 to 5-68.098 of the formula 1-5, wherein
  • Rg is H
  • X 11 is SO
  • L is OSO2
  • A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-69 This table discloses the 98 compounds 5-69.001 to 5-69.098 of the formula 1-5, wherein
  • Rg is H
  • X 11 is SO2
  • L is OSO2
  • A Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-70 This table discloses the 98 compounds 5-70.001 to 5-70.098 of the formula 1-5, wherein R9 is CH3, X11 is S, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-71 This table discloses the 98 compounds 5-71.001 to 5-71.098 of the formula 1-5, wherein R9 is CH3, X11 is SO, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-72 This table discloses the 98 compounds 5-72.001 to 5-72.098 of the formula I-5, wherein F3 ⁇ 4 is CH3, X11 is SO2, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-73 This table discloses the 98 compounds 5-73.001 to 5-73.098 of the formula I-5, wherein R9 is H, X 11 is S, L is N(CH3) and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-74 This table discloses the 98 compounds 5-74.001 to 5-74.098 of the formula I-5, wherein R9 is H, X 11 is SO, L is N(CH3) and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-75 This table discloses the 98 compounds 5-75.001 to 5-75.098 of the formula I-5, wherein Rg is H, X11 is SO2, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 5-76 This table discloses the 98 compounds 5-76.001 to 5-76.098 of the formula I-5, wherein Rg is CH3, X11 is S, L is N(CH3) and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-77 This table discloses the 98 compounds 5-77.001 to 5-77.098 of the formula I-5, wherein Rg is CH3, X11 is SO, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 5-78 This table discloses the 98 compounds 5-78.001 to 5-78.098 of the formula I-5, wherein Rg is CH3, X11 is SO2, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 5-79 This table discloses the 98 compounds 5-79.001 to 5-79.098 of the formula I-5, wherein R9 is H, X 11 is S, L is N(CH3)CO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-80 This table discloses the 98 compounds 5-80.001 to 5-80.098 of the formula I-5, wherein Rg is H, X 11 is SO, L is N(CH3)CO and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 5-81 discloses the 98 compounds 5-81.001 to 5-81.098 of the formula I-5, wherein Rg is H, X11 is SO2, L is N(CH3)CO and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-82 This table discloses the 98 compounds 5-82.001 to 5-82.098 of the formula I-5, wherein R9 is CH3, X11 is S, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-83 This table discloses the 98 compounds 5-83.001 to 5-83.098 of the formula I-5, wherein Rg is CH3, X11 is SO, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 5-84 This table discloses the 98 compounds 5-84.001 to 5-84.098 of the formula I-5, wherein Rg is CH3, X11 is SO2, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-37 This table discloses the 98 compounds 6-37.001 to 6-37.098 of the formula I-6:
  • Rg is H
  • Xu is S
  • L is a direct bond
  • A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-38 This table discloses the 98 compounds 6-38.001 to 6-38.098 of the formula I-6, wherein Rg is H, X11 is SO, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-39 This table discloses the 98 compounds 6-39.001 to 6-39.098 of the formula I-6, wherein Rg is H, X11 is SO2, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-40 This table discloses the 98 compounds 6-40.001 to 6-40.098 of the formula I-6, wherein R9 is CH3, X11 is S, L is a direct bond and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-41 discloses the 98 compounds 6-41.001 to 6-41.098 of the formula I-6, wherein R9 is CH3, X11 is SO, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-42 This table discloses the 98 compounds 6-42.001 to 6-42.098 of the formula I-6, wherein Rg is CH3, X11 is SO2, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-43 This table discloses the 98 compounds 6-43.001 to 6-43.098 of the formula I-6, wherein R9 is H, X11 is S, L is O and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-44 This table discloses the 98 compounds 6-44.001 to 6-44.098 of the formula I-6, wherein Rg is H, X11 is SO, L is O and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-45 This table discloses the 98 compounds 6-45.001 to 6-45.098 of the formula I-6, wherein Rg is H, X11 is SO2, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-46 This table discloses the 98 compounds 6-46.001 to 6-46.098 of the formula I-6, wherein Rg is CH3, X11 is S, L is O and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-47 This table discloses the 98 compounds 6-47.001 to 6-47.098 of the formula I-6, wherein R9 is CH3, X11 is SO, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-48 This table discloses the 98 compounds 6-48.001 to 6-48.098 of the formula I-6, wherein Rg is CH3, X11 is SO2, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-49 This table discloses the 98 compounds 6-49.001 to 6-49.098 of the formula I-6, wherein Rg is H, X11 is S, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-50 This table discloses the 98 compounds 6-50.001 to 6-50.098 of the formula 1-6, wherein Rg is H, Xu is SO, L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-51 This table discloses the 98 compounds 6-51.001 to 6-51.098 of the formula 1-6, wherein R9 is H, X 11 is SO 2 , L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-52 This table discloses the 98 compounds 6-52.001 to 6-52.098 of the formula 1-6, wherein R9 is CH3, X11 is S, L is S and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-53 This table discloses the 98 compounds 6-53.001 to 6-53.098 of the formula 1-6, wherein Rg is CH3, X11 is SO, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-54 This table discloses the 98 compounds 6-54.001 to 6-54.098 of the formula 1-6, wherein Rg is CH3, X11 is SO2, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-55 This table discloses the 98 compounds 6-55.001 to 6-55.098 of the formula 1-6, wherein Rg is H, X 11 is S, L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-56 This table discloses the 98 compounds 6-56.001 to 6-56.098 of the formula 1-6, wherein Rg is H, X 11 is SO, L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-57 This table discloses the 98 compounds 6-57.001 to 6-57.098 of the formula 1-6, wherein R9 is H, X 11 is SO 2 , L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-58 This table discloses the 98 compounds 6-58.001 to 6-58.098 of the formula 1-6, wherein Rg is CH3, X11 is S, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-59 This table discloses the 98 compounds 6-59.001 to 6-59.098 of the formula 1-6, wherein Rg is CH3, X11 is SO, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-60 This table discloses the 98 compounds 6-60.001 to 6-60.098 of the formula 1-6, wherein R9 is CH3, X11 is SO2, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-61 This table discloses the 98 compounds 6-61.001 to 6-61.098 of the formula 1-6, wherein Rg is H, X 11 is S, L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-62 This table discloses the 98 compounds 6-62.001 to 6-62.098 of the formula 1-6, wherein Rg is H, X 11 is SO, L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-63 This table discloses the 98 compounds 6-63.001 to 6-63.098 of the formula 1-6, wherein Rg is H, X 11 is SO 2 , L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-64 This table discloses the 98 compounds 6-64.001 to 6-64.098 of the formula 1-6, wherein R9 is CH3, X11 is S, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-65 This table discloses the 98 compounds 6-65.001 to 6-65.098 of the formula 1-6, wherein R9 is CH3, X11 is SO, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-66 This table discloses the 98 compounds 6-66.001 to 6-66.098 of the formula 1-6, wherein R9 is CH3, X11 is SO2, L is SO2 and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-67 This table discloses the 98 compounds 6-67.001 to 6-67.098 of the formula 1-6, wherein
  • Rg is H
  • X 11 is S
  • L is OSO 2
  • A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-68 This table discloses the 98 compounds 6-68.001 to 6-68.098 of the formula 1-6, wherein
  • Rg is H
  • X 11 is SO
  • L is OSO2
  • A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-69 This table discloses the 98 compounds 6-69.001 to 6-69.098 of the formula 1-6, wherein
  • Rg is H
  • X 11 is SO2
  • L is OSO2
  • A Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-70 This table discloses the 98 compounds 6-70.001 to 6-70.098 of the formula 1-6, wherein Rg is CH3, X11 is S, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-71 This table discloses the 98 compounds 6-71.001 to 6-71.098 of the formula 1-6, wherein R9 is CH3, X11 is SO, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-72 This table discloses the 98 compounds 6-72.001 to 6-72.098 of the formula 1-6, wherein Rg is CH3, X11 is SO2, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-73 This table discloses the 98 compounds 6-73.001 to 6-73.098 of the formula 1-6, wherein
  • Rg is H
  • X 11 is S
  • L is N(CH 3 )
  • A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-74 This table discloses the 98 compounds 6-74.001 to 6-74.098 of the formula 1-6, wherein
  • Rg is H, X 11 is SO, L is N(CH 3 ) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 6-75 This table discloses the 98 compounds 6-75.001 to 6-75.098 of the formula 1-6, wherein
  • Rg is H, X 11 is SO2, L is N(CH 3 ) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 6-76 This table discloses the 98 compounds 6-76.001 to 6-76.098 of the formula 1-6, wherein R9 is CH3, X11 is S, L is N(CH 3 ) and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-77 This table discloses the 98 compounds 6-77.001 to 6-77.098 of the formula 1-6, wherein R9 is CH3, X11 is SO, L is N(CH 3 ) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 6-78 This table discloses the 98 compounds 6-78.001 to 6-78.098 of the formula i-6, wherein Rg is CH3, X11 is SO2, L is N(CH 3 ) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 6-79 This table discloses the 98 compounds 6-79.001 to 6-79.098 of the formula I-6, wherein Rg is H, Xu is S, L is N(CH 3 )CO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-80 This table discloses the 98 compounds 6-80.001 to 6-80.098 of the formula I-6, wherein Rg is H, X 11 is SO, L is N(CH3)CO and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 6-81 This table discloses the 98 compounds 6-81.001 to 6-81.098 of the formula I-6, wherein Rg is H, X11 is SO2, L is N(CH3)CO and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-82 This table discloses the 98 compounds 6-82.001 to 6-82.098 of the formula I-6, wherein R9 is CH3, X11 is S, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-83 This table discloses the 98 compounds 6-83.001 to 6-83.098 of the formula I-6, wherein Rg is CH3, X11 is SO, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 6-84 This table discloses the 98 compounds 6-84.001 to 6-84.098 of the formula I-6, wherein Rg is CH3, X11 is SO2, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-37 This table discloses the 98 compounds 7-37.001 to 7-37.098 of the formula I-7:
  • Rg is H
  • Xu is S
  • L is a direct bond
  • A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-38 This table discloses the 98 compounds 7-38.001 to 7-38.098 of the formula I-7, wherein Rg is H, X 11 is SO, L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-39 This table discloses the 98 compounds 7-39.001 to 7-39.098 of the formula I-7, wherein R9 is H, X 11 is SO 2 , L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-40 This table discloses the 98 compounds 7-40.001 to 7-40.098 of the formula I-7, wherein R9 is CH3, X 11 is S, L is a direct bond and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-41 discloses the 98 compounds 7-41.001 to 7-41.098 of the formula I-7, wherein Rg is CH3, X11 is SO, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-42 This table discloses the 98 compounds 7-42.001 to 7-42.098 of the formula I-7, wherein Rg is CH3, X11 is SO2, L is a direct bond and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 7-43 This table discloses the 98 compounds 7-43.001 to 7-43.098 of the formula I-7, wherein Rg is H, X 11 is S, L is O and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-44 This table discloses the 98 compounds 7-44.001 to 7-44.098 of the formula I-7, wherein R9 is H, X 11 is SO, L is O and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-45 This table discloses the 98 compounds 7-45.001 to 7-45.098 of the formula I-7, wherein Rg is H, Xu is SO2, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-46 This table discloses the 98 compounds 7-46.001 to 7-46.098 of the formula I-7, wherein R9 is CH3, X11 is S, L is O and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-47 This table discloses the 98 compounds 7-47.001 to 7-47.098 of the formula I-7, wherein R9 is CH3, X11 is SO, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-48 This table discloses the 98 compounds 7-48.001 to 7-48.098 of the formula I-7, wherein Rg is CH3, X11 is SO2, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-49 This table discloses the 98 compounds 7-49.001 to 7-49.098 of the formula I-7, wherein Rg is H, X11 is S, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-50 This table discloses the 98 compounds 7-50.001 to 7-50.098 of the formula I-7, wherein Rg is H, X11 is SO, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-51 discloses the 98 compounds 7-51.001 to 7-51.098 of the formula I-7, wherein Rg is H, X11 is SO2, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-52 This table discloses the 98 compounds 7-52.001 to 7-52.098 of the formula I-7, wherein R9 is CH3, X11 is S, L is S and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-53 This table discloses the 98 compounds 7-53.001 to 7-53.098 of the formula I-7, wherein Rg is CH3, X11 is SO, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-54 This table discloses the 98 compounds 7-54.001 to 7-54.098 of the formula I-7, wherein Rg is CH3, X11 is SO2, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-55 This table discloses the 98 compounds 7-55.001 to 7-55.098 of the formula I-7, wherein R9 is H, X11 is S, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-56 This table discloses the 98 compounds 7-56.001 to 7-56.098 of the formula I-7, wherein Rg is H, X11 is SO, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-57 This table discloses the 98 compounds 7-57.001 to 7-57.098 of the formula I-7, wherein Rg is H, X11 is SO2, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-58 This table discloses the 98 compounds 7-58.001 to 7-58.098 of the formula I-7, wherein R9 is CH3, X11 is S, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-59 This table discloses the 98 compounds 7-59.001 to 7-59.098 of the formula I-7, wherein Rg is CH3, X11 is SO, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-60 This table discloses the 98 compounds 7-60.001 to 7-60.098 of the formula 1-7, wherein Rg is CH3, X11 is SO2, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-61 discloses the 98 compounds 7-61.001 to 7-61.098 of the formula 1-7, wherein R9 is H, X 11 is S, L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-62 This table discloses the 98 compounds 7-62.001 to 7-62.098 of the formula 1-7, wherein R9 is H, X 11 is SO, L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-63 This table discloses the 98 compounds 7-63.001 to 7-63.098 of the formula 1-7, wherein Rg is H, X 11 is SO 2 , L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-64 This table discloses the 98 compounds 7-64.001 to 7-64.098 of the formula 1-7, wherein Rg is CH3, X11 is S, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-65 This table discloses the 98 compounds 7-65.001 to 7-65.098 of the formula 1-7, wherein Rg is CH3, X11 is SO, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-66 This table discloses the 98 compounds 7-66.001 to 7-66.098 of the formula 1-7, wherein Rg is CH3, X11 is SO2, L is SO2 and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-67 This table discloses the 98 compounds 7-67.001 to 7-67.098 of the formula 1-7, wherein R9 is H, X 11 is S, L is OSO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-68 This table discloses the 98 compounds 7-68.001 to 7-68.098 of the formula 1-7, wherein Rg is H, X 11 is SO, L is OSO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-69 This table discloses the 98 compounds 7-69.001 to 7-69.098 of the formula 1-7, wherein Rg is H, X11 is SO2, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-70 This table discloses the 98 compounds 7-70.001 to 7-70.098 of the formula 1-7, wherein R9 is CH3, X11 is S, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-71 discloses the 98 compounds 7-71.001 to 7-71.098 of the formula 1-7, wherein Rg is CH3, X11 is SO, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-72 This table discloses the 98 compounds 7-72.001 to 7-72.098 of the formula 1-7, wherein Rg is CH3, X11 is SO2, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-73 This table discloses the 98 compounds 7-73.001 to 7-73.098 of the formula 1-7, wherein R9 is H, X11 is S, L is N(CH3) and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-74 This table discloses the 98 compounds 7-74.001 to 7-74.098 of the formula 1-7, wherein Rg is H, X11 is SO, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 7-75 This table discloses the 98 compounds 7-75.001 to 7-75.098 of the formula I-7, wherein R9 is H, X11 is SO2, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 7-76 This table discloses the 98 compounds 7-76.001 to 7-76.098 of the formula I-7, wherein Rg is CH3, X11 is S, L is N(CH3) and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-77 This table discloses the 98 compounds 7-77.001 to 7-77.098 of the formula I-7, wherein Rg is CH3, X11 is SO, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 7-78 This table discloses the 98 compounds 7-78.001 to 7-78.098 of the formula I-7, wherein Rg is CH3, X11 is SO2, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 7-79 This table discloses the 98 compounds 7-79.001 to 7-79.098 of the formula I-7, wherein Rg is H, X 11 is S, L is N(CH3)CO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-80 This table discloses the 98 compounds 7-80.001 to 7-80.098 of the formula I-7, wherein R9 is H, X 11 is SO, L is N(CH3)CO and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 7-81 This table discloses the 98 compounds 7-81.001 to 7-81.098 of the formula I-7, wherein Rg is H, X11 is SO2, L is N(CH3)CO and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-82 This table discloses the 98 compounds 7-82.001 to 7-82.098 of the formula I-7, wherein Rg is CH3, X11 is S, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-83 This table discloses the 98 compounds 7-83.001 to 7-83.098 of the formula I-7, wherein R9 is CH3, X11 is SO, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 7-84 This table discloses the 98 compounds 7-84.001 to 7-84.098 of the formula I-7, wherein Rg is CH3, X11 is SO2, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-37 This table discloses the 98 compounds 8-37.001 to 8-37.098 of the formula I-8:
  • Rg is H
  • Xu is S
  • L is a direct bond
  • A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-38 This table discloses the 98 compounds 8-38.001 to 8-38.098 of the formula I-8, wherein Rg is H, X 11 is SO, L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-39 This table discloses the 98 compounds 8-39.001 to 8-39.098 of the formula I-8, wherein R9 is H, X 11 is SO 2 , L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-40 This table discloses the 98 compounds 8-40.001 to 8-40.098 of the formula I-8, wherein Rg is CH3, X 11 is S, L is a direct bond and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-41 discloses the 98 compounds 8-41.001 to 8-41.098 of the formula I-8, wherein R9 is CH3, X 11 is SO, L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-42 This table discloses the 98 compounds 8-42.001 to 8-42.098 of the formula I-8, wherein R9 is CH3, X11 is SO2, L is a direct bond and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 8-43 This table discloses the 98 compounds 8-43.001 to 8-43.098 of the formula I-8, wherein Rg is H, X 11 is S, L is O and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-44 This table discloses the 98 compounds 8-44.001 to 8-44.098 of the formula I-8, wherein Rg is H, X 11 is SO, L is O and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-45 This table discloses the 98 compounds 8-45.001 to 8-45.098 of the formula I-8, wherein Rg is H, X 11 is SO 2 , L is O and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-46 This table discloses the 98 compounds 8-46.001 to 8-46.098 of the formula I-8, wherein Rg is CH3, X11 is S, L is O and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 8-47 This table discloses the 98 compounds 8-47.001 to 8-47.098 of the formula I-8, wherein R9 is CH3, X11 is SO, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-48 This table discloses the 98 compounds 8-48.001 to 8-48.098 of the formula I-8, wherein Rg is CH3, X11 is SO2, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-49 This table discloses the 98 compounds 8-49.001 to 8-49.098 of the formula I-8, wherein Rg is H, X 11 is S, L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-50 This table discloses the 98 compounds 8-50.001 to 8-50.098 of the formula I-8, wherein R9 is H, X 11 is SO, L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-51 discloses the 98 compounds 8-51.001 to 8-51.098 of the formula I-8, wherein Rg is H, X 11 is SO 2 , L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-52 This table discloses the 98 compounds 8-52.001 to 8-52.098 of the formula I-8, wherein Rg is CH3, X11 is S, L is S and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-53 This table discloses the 98 compounds 8-53.001 to 8-53.098 of the formula I-8, wherein R9 is CH3, X11 is SO, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-54 This table discloses the 98 compounds 8-54.001 to 8-54.098 of the formula I-8, wherein Rg is CH3, X11 is SO2, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-55 This table discloses the 98 compounds 8-55.001 to 8-55.098 of the formula 1-8, wherein Rg is H, Xu is S, L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-56 This table discloses the 98 compounds 8-56.001 to 8-56.098 of the formula 1-8, wherein R9 is H, X 11 is SO, L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-57 This table discloses the 98 compounds 8-57.001 to 8-57.098 of the formula 1-8, wherein Rg is H, X 11 is SO 2 , L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-58 This table discloses the 98 compounds 8-58.001 to 8-58.098 of the formula 1-8, wherein Rg is CH3, X11 is S, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-59 This table discloses the 98 compounds 8-59.001 to 8-59.098 of the formula 1-8, wherein R9 is CH3, X11 is SO, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-60 This table discloses the 98 compounds 8-60.001 to 8-60.098 of the formula 1-8, wherein Rg is CH3, X11 is SO2, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-61 discloses the 98 compounds 8-61.001 to 8-61.098 of the formula 1-8, wherein Rg is H, X 11 is S, L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-62 This table discloses the 98 compounds 8-62.001 to 8-62.098 of the formula 1-8, wherein R9 is H, X 11 is SO, L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-63 This table discloses the 98 compounds 8-63.001 to 8-63.098 of the formula 1-8, wherein Rg is H, X 11 is SO 2 , L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-64 This table discloses the 98 compounds 8-64.001 to 8-64.098 of the formula 1-8, wherein Rg is CH3, X11 is S, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-65 This table discloses the 98 compounds 8-65.001 to 8-65.098 of the formula 1-8, wherein R9 is CH3, X11 is SO, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-66 This table discloses the 98 compounds 8-66.001 to 8-66.098 of the formula 1-8, wherein Rg is CH3, X11 is SO2, L is SO2 and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-67 This table discloses the 98 compounds 8-67.001 to 8-67.098 of the formula 1-8, wherein Rg is H, X 11 is S, L is OSO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-68 This table discloses the 98 compounds 8-68.001 to 8-68.098 of the formula 1-8, wherein R9 is H, X 11 is SO, L is OSO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-69 This table discloses the 98 compounds 8-69.001 to 8-69.098 of the formula 1-8, wherein Rg is H, X11 is SO2, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-70 This table discloses the 98 compounds 8-70.001 to 8-70.098 of the formula I-8, wherein Rg is CH3, X11 is S, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-71 discloses the 98 compounds 8-71.001 to 8-71.098 of the formula I-8, wherein R9 is CH3, X11 is SO, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-72 This table discloses the 98 compounds 8-72.001 to 8-72.098 of the formula I-8, wherein R9 is CH3, X11 is SO2, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-73 This table discloses the 98 compounds 8-73.001 to 8-73.098 of the formula I-8, wherein Rg is H, X 11 is S, L is N(CH3) and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-74 This table discloses the 98 compounds 8-74.001 to 8-74.098 of the formula I-8, wherein Rg is H, X 11 is SO, L is N(CH3) and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-75 This table discloses the 98 compounds 8-75.001 to 8-75.098 of the formula I-8, wherein Rg is H, X11 is SO2, L is N(CH 3 ) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 8-76 This table discloses the 98 compounds 8-76.001 to 8-76.098 of the formula I-8, wherein Rg is CH3, X11 is S, L is N(CH3) and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-77 This table discloses the 98 compounds 8-77.001 to 8-77.098 of the formula I-8, wherein R9 is CH3, X11 is SO, L is N(CH3) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 8-78 This table discloses the 98 compounds 8-78.001 to 8-78.098 of the formula I-8, wherein Rg is CH3, X11 is SO2, L is N(CH 3 ) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 8-79 This table discloses the 98 compounds 8-79.001 to 8-79.098 of the formula I-8, wherein Rg is H, X 11 is S, L is N(CH3)CO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-80 This table discloses the 98 compounds 8-80.001 to 8-80.098 of the formula I-8, wherein R9 is H, X 11 is SO, L is N(CH3)CO and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 8-81 discloses the 98 compounds 8-81.001 to 8-81.098 of the formula I-8, wherein Rg is H, X11 is SO2, L is N(CH 3 )CO and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-82 This table discloses the 98 compounds 8-82.001 to 8-82.098 of the formula I-8, wherein Rg is CH3, X11 is S, L is N(CH 3 )CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-83 This table discloses the 98 compounds 8-83.001 to 8-83.098 of the formula I-8, wherein R9 is CH3, X11 is SO, L is N(CH 3 )CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 8-84 This table discloses the 98 compounds 8-84.001 to 8-84.098 of the formula I-8, wherein Rg is CH3, X11 is SO2, L is N(CH 3 )CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-37 This table discloses the 98 compounds 9-37.001 to 9-37.098 of the formula I-9:
  • Rg is H
  • Xu is S
  • L is a direct bond
  • A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-38 This table discloses the 98 compounds 9-38.001 to 9-38.098 of the formula I-9, wherein Rg is H, X 11 is SO, L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-39 This table discloses the 98 compounds 9-39.001 to 9-39.098 of the formula I-9, wherein Rg is H, X 11 is SO 2 , L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-40 This table discloses the 98 compounds 9-40.001 to 9-40.098 of the formula I-9, wherein R9 is CH3, X 11 is S, L is a direct bond and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-41 discloses the 98 compounds 9-41.001 to 9-41.098 of the formula I-9, wherein Rg is CH3, X 11 is SO, L is a direct bond and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-42 This table discloses the 98 compounds 9-42.001 to 9-42.098 of the formula I-9, wherein Rg is CH3, X11 is SO2, L is a direct bond and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 9-43 This table discloses the 98 compounds 9-43.001 to 9-43.098 of the formula I-9, wherein R9 is H, X 11 is S, L is O and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-44 This table discloses the 98 compounds 9-44.001 to 9-44.098 of the formula I-9, wherein Rg is H, X 11 is SO, L is O and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-45 This table discloses the 98 compounds 9-45.001 to 9-45.098 of the formula I-9, wherein Rg is H, X 11 is SO 2 , L is O and A, Rn, R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-46 This table discloses the 98 compounds 9-46.001 to 9-46.098 of the formula I-9, wherein Rg is CH3, X11 is S, L is O and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 9-47 This table discloses the 98 compounds 9-47.001 to 9-47.098 of the formula I-9, wherein Rg is CH3, X11 is SO, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-48 This table discloses the 98 compounds 9-48.001 to 9-48.098 of the formula I-9, wherein Rg is CH3, X11 is SO2, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-49 This table discloses the 98 compounds 9-49.001 to 9-49.098 of the formula I-9, wherein Rg is H, X 11 is S, L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-50 This table discloses the 98 compounds 9-50.001 to 9-50.098 of the formula 1-9, wherein Rg is H, Xu is SO, L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-51 discloses the 98 compounds 9-51.001 to 9-51.098 of the formula 1-9, wherein R9 is H, X 11 is SO 2 , L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-52 This table discloses the 98 compounds 9-52.001 to 9-52.098 of the formula 1-9, wherein R9 is CH3, X11 is S, L is S and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-53 This table discloses the 98 compounds 9-53.001 to 9-53.098 of the formula 1-9, wherein Rg is CH3, X11 is SO, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-54 This table discloses the 98 compounds 9-54.001 to 9-54.098 of the formula 1-9, wherein Rg is CH3, X11 is SO2, L is S and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-55 This table discloses the 98 compounds 9-55.001 to 9-55.098 of the formula 1-9, wherein Rg is H, X 11 is S, L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-56 This table discloses the 98 compounds 9-56.001 to 9-56.098 of the formula 1-9, wherein Rg is H, X 11 is SO, L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-57 This table discloses the 98 compounds 9-57.001 to 9-57.098 of the formula 1-9, wherein R9 is H, X 11 is SO 2 , L is SO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-58 This table discloses the 98 compounds 9-58.001 to 9-58.098 of the formula 1-9, wherein Rg is CH3, X11 is S, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-59 This table discloses the 98 compounds 9-59.001 to 9-59.098 of the formula 1-9, wherein Rg is CH3, X11 is SO, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-60 This table discloses the 98 compounds 9-60.001 to 9-60.098 of the formula 1-9, wherein R9 is CH3, X11 is SO2, L is SO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-61 discloses the 98 compounds 9-61.001 to 9-61.098 of the formula 1-9, wherein Rg is H, X 11 is S, L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-62 This table discloses the 98 compounds 9-62.001 to 9-62.098 of the formula 1-9, wherein Rg is H, X 11 is SO, L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-63 This table discloses the 98 compounds 9-63.001 to 9-63.098 of the formula 1-9, wherein Rg is H, X 11 is SO 2 , L is SO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-64 This table discloses the 98 compounds 9-64.001 to 9-64.098 of the formula 1-9, wherein R9 is CH3, X11 is S, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-65 This table discloses the 98 compounds 9-65.001 to 9-65.098 of the formula I 9, wherein Rg is CH3, X11 is SO, L is SO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-66 This table discloses the 98 compounds 9-66.001 to 9-66.098 of the formula I 9, wherein R9 is CH3, X11 is SO2, L is SO2 and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-67 This table discloses the 98 compounds 9-67.001 to 9-67.098 of the formula I 9, wherein R9 is H, X 11 is S, L is OSO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-68 This table discloses the 98 compounds 9-68.001 to 9-68.098 of the formula I 9, wherein Rg is H, X 11 is SO, L is OSO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-69 This table discloses the 98 compounds 9-69.001 to 9-69.098 of the formula I 9, wherein Rg is H, X 11 is SO 2 , L is OSO 2 and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-70 This table discloses the 98 compounds 9-70.001 to 9-70.098 of the formula I 9, wherein Rg is CH3, X11 is S, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-71 discloses the 98 compounds 9-71.001 to 9-71.098 of the formula I 9, wherein Rg is CH3, X11 is SO, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-72 This table discloses the 98 compounds 9-72.001 to 9-72.098 of the formula I 9, wherein Rg is CH3, X11 is SO2, L is OSO2 and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-73 This table discloses the 98 compounds 9-73.001 to 9-73.098 of the formula I 9, wherein Rg is H, X 11 is S, L is N(CH 3 ) and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-74 This table discloses the 98 compounds 9-74.001 to 9-74.098 of the formula I 9, wherein Rg is H, X 11 is SO, L is N(CH 3 ) and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-75 This table discloses the 98 compounds 9-75.001 to 9-75.098 of the formula I 9, wherein Rg is H, X11 is SO2, L is N(CH 3 ) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 9-76 This table discloses the 98 compounds 9-76.001 to 9-76.098 of the formula I 9, wherein Rg is CH3, X11 is S, L is N(CH 3 ) and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-77 This table discloses the 98 compounds 9-77.001 to 9-77.098 of the formula I 9, wherein Rg is CH3, X11 is SO, L is N(CH 3 ) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 9-78 This table discloses the 98 compounds 9-78.001 to 9-78.098 of the formula I 9, wherein Rg is CH3, X11 is SO2, L is N(CH 3 ) and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 9-79 This table discloses the 98 compounds 9-79.001 to 9-79.098 of the formula I 9, wherein Rg is H, X 11 is S, L is N(CH 3 )CO and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.
  • Table 9-80 This table discloses the 98 compounds 9-80.001 to 9-80.098 of the formula I-9, wherein Rg is H, X11 is SO, L is N(CH3)CO and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-81 discloses the 98 compounds 9-81.001 to 9-81.098 of the formula I-9, wherein Rg is H , X11 is SO2, L is N(CH3)CO and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-82 This table discloses the 98 compounds 9-82.001 to 9-82.098 of the formula I-9, wherein Rg is CH3, X11 is S, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-83 This table discloses the 98 compounds 9-83.001 to 9-83.098 of the formula I-9, wherein R9 is CH3, X11 is SO, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 9-84 This table discloses the 98 compounds 9-84.001 to 9-84.098 of the formula I-9, wherein Rg is CH3, X11 is SO2, L is N(CH3)CO and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-37 This table discloses the 98 compounds 10-37.001 to 10-37.098 of the formula 1-10:
  • Rg is H
  • Xu is S
  • L is a direct bond
  • A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-38 This table discloses the 98 compounds 10-38.001 to 10-38.098 of the formula 1-10, wherein Rg is H, Xu is SO, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-39 This table discloses the 98 compounds 10-39.001 to 10-39.098 of the formula 1-10, wherein R9 is H, Xu is SO2, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-40 This table discloses the 98 compounds 10-40.001 to 10-40.098 of the formula 1-10, wherein R9 is CH3, X11 is S, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-41 discloses the 98 compounds 10-41.001 to 10-41.098 of the formula 1-10, wherein Rg is CH3, X11 is SO, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-42 This table discloses the 98 compounds 10-42.001 to 10-42.098 of the formula 1-10, wherein Rg is CH3, X11 is SO2, L is a direct bond and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-43 This table discloses the 98 compounds 10-43.001 to 10-43.098 of the formula 1-10, wherein R9 is H, Xu is S, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-44 This table discloses the 98 compounds 10-44.001 to 10-44.098 of the formula 1-10, wherein Rg is H, Xu is SO, L is O and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-45 This table discloses the 98 compounds 10-45.001 to 10-45.098 of the formula 1-10, wherein Rg is H, Xu is SO2, L is O and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-46 This table discloses the 98 compounds 10-46.001 to 10-46.098 of the formula 1-10, wherein R9 is CH3, X11 is S, L is O and A, Rn, R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-47 This table discloses the 98 compounds 10-47.001 to 10-47.098 of the formula 1-10, wherein R9 is CH3, X11 is SO, L is O and A, Rn , R31 , n, R7 and Rs are as defined in Table Z.
  • Table 10-48 This table discloses the 98 compounds 10-48.001 to 10-48.098 of the formula 1-10, wherein Rg is CH3, X11 is SO2, L is O and A, Rn , R31, n, R7 and Rs are as defined in Table Z.
  • Table 10-49 This table discloses the 98 compounds 10-49.001 to 10-49.098 of the formula 1-10, wherein Rg is H, Xu is S, L is S and A, Rn , R3 1 , n, R7 and Rs are as defined in Table Z.

Abstract

L'invention concerne des composés de formule (I), dans laquelle les substituants sont tels que définis dans la revendication 1, ainsi que des sels, stéréoisomères, énantiomères, tautomères et N-oxydes de ces composés, acceptables sur le plan agrochimique. La présente invention concerne en outre des compositions agrochimiques comprenant des composés de formule (I), la préparation de ces compositions et l'utilisation des composés ou des compositions dans le domaine de l'agriculture ou de l'horticulture pour combattre, prévenir ou lutter contre des animaux nuisibles, y compris des arthropodes et en particulier des insectes, des nématodes ou des mollusques ou des représentants de l'ordre des Acarina.
PCT/EP2019/064799 2018-06-06 2019-06-06 Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre WO2019234160A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN201811021199 2018-06-06
IN201811021199 2018-06-06

Publications (1)

Publication Number Publication Date
WO2019234160A1 true WO2019234160A1 (fr) 2019-12-12

Family

ID=66821248

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2019/064799 WO2019234160A1 (fr) 2018-06-06 2019-06-06 Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre

Country Status (3)

Country Link
AR (1) AR115495A1 (fr)
TW (1) TW202000028A (fr)
WO (1) WO2019234160A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020141135A1 (fr) * 2018-12-31 2020-07-09 Syngenta Crop Protection Ag Dérivés hétérocycliques à action pesticide comprenant des substituants contenant du soufre
WO2021204577A1 (fr) 2020-04-06 2021-10-14 Basf Se Composés imidazo-pyrimidone utilisés en tant que pesticides
WO2022128524A1 (fr) 2020-12-14 2022-06-23 Basf Se Pesticides sulfoximines

Citations (60)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3361750A (en) 1963-03-21 1968-01-02 Squibb & Sons Inc Benzothiazepines
EP0353191A2 (fr) 1988-07-29 1990-01-31 Ciba-Geigy Ag Séquences d'ADN codant des polypeptides avec activité béta-1,3-glucanase
EP0367474A1 (fr) 1988-11-01 1990-05-09 Mycogen Corporation Souche de bacillus thuringiensis appelée b.t. ps81gg, active contre les lépidoptères nuisibles et gène codant une toxine active contre les lépidoptères.
EP0374753A2 (fr) 1988-12-19 1990-06-27 American Cyanamid Company Toxines insecticides, gènes les codant, anticorps les liant, ainsi que cellules végétales et plantes transgéniques exprimant ces toxines
EP0392225A2 (fr) 1989-03-24 1990-10-17 Ciba-Geigy Ag Plantes transgéniques résistantes aux maladies
WO1990013651A1 (fr) 1989-05-09 1990-11-15 Imperial Chemical Industries Plc Genes bacteriens
EP0401979A2 (fr) 1989-05-18 1990-12-12 Mycogen Corporation Souches de bacillus thuringiensis actives contre les lépidoptères nuisibles, et gènes codant pour des toxines actives contre les lépidoptères
EP0427529A1 (fr) 1989-11-07 1991-05-15 Pioneer Hi-Bred International, Inc. Lectines larvicides, et résistance induite des plantes aux insectes
EP0451878A1 (fr) 1985-01-18 1991-10-16 Plant Genetic Systems, N.V. Modification de plantes par techniques de génie génétique pour combattre ou contrôler les insectes
WO1993007278A1 (fr) 1991-10-04 1993-04-15 Ciba-Geigy Ag Sequence d'adn synthetique ayant une action insecticide accrue dans le mais
JPH0782267B2 (ja) 1986-12-02 1995-09-06 松下電器産業株式会社 非磁性１成分トナーによる非接触現像装置
WO1995033818A2 (fr) 1994-06-08 1995-12-14 Ciba-Geigy Ag Genes pour la synthese des substances antipathogenes
WO1995034656A1 (fr) 1994-06-10 1995-12-21 Ciba-Geigy Ag Nouveaux genes du bacillus thuringiensis codant pour des toxines actives contre les lepidopteres
US5631072A (en) 1995-03-10 1997-05-20 Avondale Incorporated Method and means for increasing efficacy and wash durability of insecticide treated fabric
WO2000015615A1 (fr) 1998-09-15 2000-03-23 Syngenta Participations Ag Pyridinecetones utilises comme herbicides
WO2002015701A2 (fr) 2000-08-25 2002-02-28 Syngenta Participations Ag Nouvelles toxines insecticides derivees de proteines cristallines insecticides de $i(bacillus thuringiensis)
WO2003000906A2 (fr) 2001-06-22 2003-01-03 Syngenta Participations Ag Genes de resistance aux maladies chez les plantes
WO2003018810A2 (fr) 2001-08-31 2003-03-06 Syngenta Participations Ag Toxines cry3a modifiees et sequences d'acides nucleiques les codant
WO2003034823A1 (fr) 2001-10-25 2003-05-01 Siamdutch Mosquito Netting Company Limited Traitement d'une matiere textile au moyen d'un insecticide
WO2003052073A2 (fr) 2001-12-17 2003-06-26 Syngenta Participations Ag Nouvel evenement du mais
WO2005064072A2 (fr) 2003-12-22 2005-07-14 Basf Aktiengesellschaft Composition destinee a l'impregnation de fibres, de tissus et de nappes de filet possedant une activite protectrice contre les parasites
WO2005077934A1 (fr) 2004-02-18 2005-08-25 Ishihara Sangyo Kaisha, Ltd. Anthranilamides, procédé pour la production de ceux-ci et agents antiparasitaires contenant ceux-ci
WO2005113886A1 (fr) 2004-05-12 2005-12-01 Basf Aktiengesellschaft Procede de traitement de substrats flexibles
WO2006087343A1 (fr) 2005-02-16 2006-08-24 Basf Aktiengesellschaft Anilides d'acide carboxylique pyrazole, procedes de production associes et agents les contenant pour la lutte antifongique
EP1724392A2 (fr) 2005-05-04 2006-11-22 Fritz Blanke Gmbh & Co. Kg Procédé d'apprêtage anti-microbien de surfaces textiles
WO2006128870A2 (fr) 2005-06-03 2006-12-07 Basf Aktiengesellschaft Composition pour impregnation de fibres, tissus et filets a action protectrice contre les ravageurs
WO2007026965A1 (fr) 2005-09-02 2007-03-08 Nissan Chemical Industries, Ltd. Composé de benzamide à substitution isoxazoline et agent de lutte contre les organismes nuisibles
WO2007048556A1 (fr) 2005-10-25 2007-05-03 Syngenta Participations Ag Dérivés d'amides hétérocycliques utiles en tant que microbiocides
WO2007090739A1 (fr) 2006-02-03 2007-08-16 Basf Se Procede de traitement de substrats
WO2008097235A1 (fr) 2007-02-09 2008-08-14 Dow Agrosciences Llc Procédé d'oxydation de certaines sulfylimines substituées en sulfoximines insecticides
WO2008106006A1 (fr) 2007-02-26 2008-09-04 Dow Agrosciences Llc Procédé de préparation de certaines sulfilimines substituées
WO2008128968A1 (fr) 2007-04-19 2008-10-30 Novartis Ag Composés organiques
WO2008151984A1 (fr) 2007-06-12 2008-12-18 Basf Se Formulation aqueuse et processus d'imprégnation de matières non vivantes exerçant une action protectrice contre les parasites
WO2009131237A1 (fr) 2008-04-21 2009-10-29 住友化学株式会社 Composition de lutte contre les arthropodes nuisibles, et composé hétérocyclique fusionné
WO2010060231A1 (fr) 2008-11-25 2010-06-03 Qin Zhaohai Aminonitroguanidines condensées, leur synthèse et leur emploi en tant qu'insecticides botaniques
WO2010125985A1 (fr) 2009-04-28 2010-11-04 Sumitomo Chemical Company, Limited Composé hétérocyclique à cycles fusionnés et son utilisation
WO2011040629A1 (fr) 2009-09-30 2011-04-07 Sumitomo Chemical Company, Limited Composition et procédé permettant de lutter contre les arthropodes nuisibles
WO2012086848A1 (fr) 2010-12-24 2012-06-28 Sumitomo Chemical Company, Limited Composé hétérocyclique fusionné et son utilisation pour la lutte contre les ravageurs
WO2012092115A1 (fr) 2010-12-29 2012-07-05 E. I. Du Pont De Nemours And Company Pesticides à base pyrido[1,2-a]pyrimidines mésoioniques
WO2013018928A1 (fr) 2011-08-04 2013-02-07 Sumitomo Chemical Company, Limited Composé hétérocyclique condensé et utilisation de celui-ci pour la lutte contre les organismes nuisibles
WO2014104407A1 (fr) 2012-12-27 2014-07-03 Sumitomo Chemical Company, Limited Composés d'oxazole fusionnés et leur utilisation dans la lutte contre les organismes nuisibles
WO2015002211A1 (fr) 2013-07-01 2015-01-08 住友化学株式会社 Composé hétérocyclique condensé et son utilisation pour lutter contre les ravageurs
WO2015198859A1 (fr) 2014-06-26 2015-12-30 住友化学株式会社 Composé hétérocyclique condensé
WO2016005263A1 (fr) 2014-07-08 2016-01-14 Syngenta Participations Ag Dérivés hétérocycliques à action pesticide comportant des substituants contenant du soufre
WO2016023954A2 (fr) 2014-08-12 2016-02-18 Syngenta Participations Ag Dérivés hétérocycliques actifs de façon pesticide, ayant des substituants contenant du soufre
WO2016026848A1 (fr) 2014-08-21 2016-02-25 Syngenta Participations Ag Dérivés hétérocycliques à action pesticide comportant des substituants contenant du soufre
WO2016052247A1 (fr) 2014-10-03 2016-04-07 住友化学株式会社 Composé pyrimidinone
WO2016052455A1 (fr) 2014-10-03 2016-04-07 住友化学株式会社 Composé de pyridazine
WO2016091731A1 (fr) 2014-12-11 2016-06-16 Syngenta Participations Ag Dérivés tétracycliques à action pesticide comportant des substituants contenant du soufre
WO2016104746A1 (fr) 2014-12-26 2016-06-30 日本農薬株式会社 Composé hétérocyclique à groupe cycloalkyle condensé, sel de celui-ci, insecticide agricole et horticole le contenant, et son procédé d'utilisation
WO2016121970A1 (fr) 2015-01-30 2016-08-04 住友化学株式会社 Composé bipyridine et son utilisation pour lutter contre les arthropodes nuisibles
WO2016121969A1 (fr) 2015-01-30 2016-08-04 住友化学株式会社 Composé bipyridine et son utilisation pour la lutte contre les arthropodes nuisibles
WO2016150785A1 (fr) 2015-03-20 2016-09-29 F. Hoffmann-La Roche Ag Inhibiteurs de bace1
WO2017065228A1 (fr) 2015-10-16 2017-04-20 住友化学株式会社 Composé pyrazine et agent de lutte contre les arthropodes nuisibles contenant celui-ci
WO2017069105A1 (fr) 2015-10-21 2017-04-27 住友化学株式会社 Composé de pyridine
WO2017077911A1 (fr) 2015-11-02 2017-05-11 住友化学株式会社 Composé de pyrimidine
WO2017084879A1 (fr) * 2015-11-16 2017-05-26 Syngenta Participations Ag Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre
WO2018008727A1 (fr) 2016-07-07 2018-01-11 住友化学株式会社 Composé hétérocyclique et agent de lutte contre les arthropodes nuisibles le contenant
WO2018101424A1 (fr) 2016-12-01 2018-06-07 住友化学株式会社 Composé hétérocyclique et agent de lutte contre les arthropodes nuisibles le contenant
JP2018199664A (ja) 2017-05-26 2018-12-20 日本化薬株式会社 ピラジン化合物

Patent Citations (65)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3361750A (en) 1963-03-21 1968-01-02 Squibb & Sons Inc Benzothiazepines
EP0451878A1 (fr) 1985-01-18 1991-10-16 Plant Genetic Systems, N.V. Modification de plantes par techniques de génie génétique pour combattre ou contrôler les insectes
JPH0782267B2 (ja) 1986-12-02 1995-09-06 松下電器産業株式会社 非磁性１成分トナーによる非接触現像装置
EP0353191A2 (fr) 1988-07-29 1990-01-31 Ciba-Geigy Ag Séquences d'ADN codant des polypeptides avec activité béta-1,3-glucanase
EP0367474A1 (fr) 1988-11-01 1990-05-09 Mycogen Corporation Souche de bacillus thuringiensis appelée b.t. ps81gg, active contre les lépidoptères nuisibles et gène codant une toxine active contre les lépidoptères.
EP0374753A2 (fr) 1988-12-19 1990-06-27 American Cyanamid Company Toxines insecticides, gènes les codant, anticorps les liant, ainsi que cellules végétales et plantes transgéniques exprimant ces toxines
EP0392225A2 (fr) 1989-03-24 1990-10-17 Ciba-Geigy Ag Plantes transgéniques résistantes aux maladies
WO1990013651A1 (fr) 1989-05-09 1990-11-15 Imperial Chemical Industries Plc Genes bacteriens
EP0401979A2 (fr) 1989-05-18 1990-12-12 Mycogen Corporation Souches de bacillus thuringiensis actives contre les lépidoptères nuisibles, et gènes codant pour des toxines actives contre les lépidoptères
EP0427529A1 (fr) 1989-11-07 1991-05-15 Pioneer Hi-Bred International, Inc. Lectines larvicides, et résistance induite des plantes aux insectes
WO1993007278A1 (fr) 1991-10-04 1993-04-15 Ciba-Geigy Ag Sequence d'adn synthetique ayant une action insecticide accrue dans le mais
WO1995033818A2 (fr) 1994-06-08 1995-12-14 Ciba-Geigy Ag Genes pour la synthese des substances antipathogenes
WO1995034656A1 (fr) 1994-06-10 1995-12-21 Ciba-Geigy Ag Nouveaux genes du bacillus thuringiensis codant pour des toxines actives contre les lepidopteres
US5631072A (en) 1995-03-10 1997-05-20 Avondale Incorporated Method and means for increasing efficacy and wash durability of insecticide treated fabric
WO2000015615A1 (fr) 1998-09-15 2000-03-23 Syngenta Participations Ag Pyridinecetones utilises comme herbicides
WO2002015701A2 (fr) 2000-08-25 2002-02-28 Syngenta Participations Ag Nouvelles toxines insecticides derivees de proteines cristallines insecticides de $i(bacillus thuringiensis)
WO2003000906A2 (fr) 2001-06-22 2003-01-03 Syngenta Participations Ag Genes de resistance aux maladies chez les plantes
WO2003018810A2 (fr) 2001-08-31 2003-03-06 Syngenta Participations Ag Toxines cry3a modifiees et sequences d'acides nucleiques les codant
WO2003034823A1 (fr) 2001-10-25 2003-05-01 Siamdutch Mosquito Netting Company Limited Traitement d'une matiere textile au moyen d'un insecticide
WO2003052073A2 (fr) 2001-12-17 2003-06-26 Syngenta Participations Ag Nouvel evenement du mais
WO2005064072A2 (fr) 2003-12-22 2005-07-14 Basf Aktiengesellschaft Composition destinee a l'impregnation de fibres, de tissus et de nappes de filet possedant une activite protectrice contre les parasites
WO2005077934A1 (fr) 2004-02-18 2005-08-25 Ishihara Sangyo Kaisha, Ltd. Anthranilamides, procédé pour la production de ceux-ci et agents antiparasitaires contenant ceux-ci
WO2005113886A1 (fr) 2004-05-12 2005-12-01 Basf Aktiengesellschaft Procede de traitement de substrats flexibles
WO2006087343A1 (fr) 2005-02-16 2006-08-24 Basf Aktiengesellschaft Anilides d'acide carboxylique pyrazole, procedes de production associes et agents les contenant pour la lutte antifongique
EP1724392A2 (fr) 2005-05-04 2006-11-22 Fritz Blanke Gmbh & Co. Kg Procédé d'apprêtage anti-microbien de surfaces textiles
WO2006128870A2 (fr) 2005-06-03 2006-12-07 Basf Aktiengesellschaft Composition pour impregnation de fibres, tissus et filets a action protectrice contre les ravageurs
WO2007026965A1 (fr) 2005-09-02 2007-03-08 Nissan Chemical Industries, Ltd. Composé de benzamide à substitution isoxazoline et agent de lutte contre les organismes nuisibles
WO2007048556A1 (fr) 2005-10-25 2007-05-03 Syngenta Participations Ag Dérivés d'amides hétérocycliques utiles en tant que microbiocides
WO2007090739A1 (fr) 2006-02-03 2007-08-16 Basf Se Procede de traitement de substrats
WO2008097235A1 (fr) 2007-02-09 2008-08-14 Dow Agrosciences Llc Procédé d'oxydation de certaines sulfylimines substituées en sulfoximines insecticides
WO2008106006A1 (fr) 2007-02-26 2008-09-04 Dow Agrosciences Llc Procédé de préparation de certaines sulfilimines substituées
WO2008128968A1 (fr) 2007-04-19 2008-10-30 Novartis Ag Composés organiques
WO2008151984A1 (fr) 2007-06-12 2008-12-18 Basf Se Formulation aqueuse et processus d'imprégnation de matières non vivantes exerçant une action protectrice contre les parasites
WO2009131237A1 (fr) 2008-04-21 2009-10-29 住友化学株式会社 Composition de lutte contre les arthropodes nuisibles, et composé hétérocyclique fusionné
WO2010060231A1 (fr) 2008-11-25 2010-06-03 Qin Zhaohai Aminonitroguanidines condensées, leur synthèse et leur emploi en tant qu'insecticides botaniques
WO2010125985A1 (fr) 2009-04-28 2010-11-04 Sumitomo Chemical Company, Limited Composé hétérocyclique à cycles fusionnés et son utilisation
WO2011040629A1 (fr) 2009-09-30 2011-04-07 Sumitomo Chemical Company, Limited Composition et procédé permettant de lutter contre les arthropodes nuisibles
WO2012086848A1 (fr) 2010-12-24 2012-06-28 Sumitomo Chemical Company, Limited Composé hétérocyclique fusionné et son utilisation pour la lutte contre les ravageurs
WO2012092115A1 (fr) 2010-12-29 2012-07-05 E. I. Du Pont De Nemours And Company Pesticides à base pyrido[1,2-a]pyrimidines mésoioniques
WO2013018928A1 (fr) 2011-08-04 2013-02-07 Sumitomo Chemical Company, Limited Composé hétérocyclique condensé et utilisation de celui-ci pour la lutte contre les organismes nuisibles
WO2014104407A1 (fr) 2012-12-27 2014-07-03 Sumitomo Chemical Company, Limited Composés d'oxazole fusionnés et leur utilisation dans la lutte contre les organismes nuisibles
WO2015002211A1 (fr) 2013-07-01 2015-01-08 住友化学株式会社 Composé hétérocyclique condensé et son utilisation pour lutter contre les ravageurs
EP3018130A1 (fr) * 2013-07-01 2016-05-11 Sumitomo Chemical Company, Limited Composé hétérocyclique condensé et son utilisation pour lutter contre les ravageurs
WO2015198859A1 (fr) 2014-06-26 2015-12-30 住友化学株式会社 Composé hétérocyclique condensé
WO2016005263A1 (fr) 2014-07-08 2016-01-14 Syngenta Participations Ag Dérivés hétérocycliques à action pesticide comportant des substituants contenant du soufre
WO2016023954A2 (fr) 2014-08-12 2016-02-18 Syngenta Participations Ag Dérivés hétérocycliques actifs de façon pesticide, ayant des substituants contenant du soufre
WO2016026848A1 (fr) 2014-08-21 2016-02-25 Syngenta Participations Ag Dérivés hétérocycliques à action pesticide comportant des substituants contenant du soufre
WO2016052247A1 (fr) 2014-10-03 2016-04-07 住友化学株式会社 Composé pyrimidinone
WO2016052455A1 (fr) 2014-10-03 2016-04-07 住友化学株式会社 Composé de pyridazine
EP3202761A1 (fr) * 2014-10-03 2017-08-09 Sumitomo Chemical Company, Limited Composé de pyridazine
EP3202762A1 (fr) * 2014-10-03 2017-08-09 Sumitomo Chemical Company, Limited Composé pyrimidinone
WO2016091731A1 (fr) 2014-12-11 2016-06-16 Syngenta Participations Ag Dérivés tétracycliques à action pesticide comportant des substituants contenant du soufre
WO2016104746A1 (fr) 2014-12-26 2016-06-30 日本農薬株式会社 Composé hétérocyclique à groupe cycloalkyle condensé, sel de celui-ci, insecticide agricole et horticole le contenant, et son procédé d'utilisation
WO2016121970A1 (fr) 2015-01-30 2016-08-04 住友化学株式会社 Composé bipyridine et son utilisation pour lutter contre les arthropodes nuisibles
WO2016121969A1 (fr) 2015-01-30 2016-08-04 住友化学株式会社 Composé bipyridine et son utilisation pour la lutte contre les arthropodes nuisibles
WO2016150785A1 (fr) 2015-03-20 2016-09-29 F. Hoffmann-La Roche Ag Inhibiteurs de bace1
WO2017065228A1 (fr) 2015-10-16 2017-04-20 住友化学株式会社 Composé pyrazine et agent de lutte contre les arthropodes nuisibles contenant celui-ci
EP3363789A1 (fr) * 2015-10-16 2018-08-22 Sumitomo Chemical Co., Ltd. Composé pyrazine et agent de lutte contre les arthropodes nuisibles contenant celui-ci
WO2017069105A1 (fr) 2015-10-21 2017-04-27 住友化学株式会社 Composé de pyridine
WO2017077911A1 (fr) 2015-11-02 2017-05-11 住友化学株式会社 Composé de pyrimidine
WO2017084879A1 (fr) * 2015-11-16 2017-05-26 Syngenta Participations Ag Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre
WO2018008727A1 (fr) 2016-07-07 2018-01-11 住友化学株式会社 Composé hétérocyclique et agent de lutte contre les arthropodes nuisibles le contenant
EP3483144A1 (fr) * 2016-07-07 2019-05-15 Sumitomo Chemical Company, Limited Composé hétérocyclique et agent de lutte contre les arthropodes nuisibles le contenant
WO2018101424A1 (fr) 2016-12-01 2018-06-07 住友化学株式会社 Composé hétérocyclique et agent de lutte contre les arthropodes nuisibles le contenant
JP2018199664A (ja) 2017-05-26 2018-12-20 日本化薬株式会社 ピラジン化合物

Non-Patent Citations (37)

* Cited by examiner, † Cited by third party
Title
"e-EROS Encyclopedia of Reagents for Organic Synthesis", vol. 1-8, 2013
"Herbicide Adjuvants", 2010, SOUTHERN ILLINOIS UNIVERSITY
"McCutcheon's Detergents and Emulsifiers Annual", 1981, MC PUBLISHING CORP.
"The Pesticide Manual", THE BRITISH CROP PROTECTION COUNCIL, article "The Pesticide Manual - A World Compendium"
A. ALBINIS. PIETRA: "Heterocyclic N-oxides", 1991, CRC PRESS
A. BUCHHOLZS. TRAPP, PEST MANAG SCI, vol. 72, 2016, pages 7203 - 7207
A. WOOD: "Compendium of Pesticide Common Names"
ADVANCED SYNTHESIS & CATALYSIS, vol. 349, no. 17+18, 2007, pages 2673 - 2676
ADVANCED SYNTHESIS & CATALYSIS, vol. 350, no. 3, 2008, pages 391 - 394
C. BOLM ET AL., SYNTHESIS, vol. 17, 2010, pages 2922 - 2925
CANADIAN JOURNAL OF CHEMISTRY, vol. 63, 1985, pages 3037 - 42
CHEM. COMMUN., vol. 47, 2011, pages 7665 - 7667
CHEM. COMMUN., vol. 53, 2017, pages 348 - 351
CHEMICAL ABSTRACTS, Columbus, Ohio, US; abstract no. 1221793-60-7
D. LECAK. SONGM. AMATOREL. FENSTERBANKE. LACOTEM. MALACRIA, CHEM. EUR. J., vol. 10, 2004, pages 906 - 916
G.Y. CHOC. BOLM, TETRAHEDRON LETT., vol. 46, 2005, pages 8007 - 8008
H. OKAMURAC. BOLM, CHEM. LETT., vol. 33, 2004, pages 482 - 487
H. OKAMURAC. BOLM, ORG. LETT., vol. 6, 2004, pages 1305 - 1307
J. AM. CHEM. SOC., vol. 131, 2009, pages 3291 - 3306
J. MED. CHEM., vol. 32, no. 12, 1989, pages 2561 - 73
J. ORG. CHEM., vol. 40, 1975, pages 2758 - 2764
J.AM.CHEM.SOC., vol. 132, no. 5, 2010, pages 1545 - 1557
JOURNAL OF ORGANIC CHEMISTRY, vol. 44, 1979, pages 2510
JOURNAL OF ORGANIC CHEMISTRY, vol. 65, no. 1, 2000, pages 169 - 175
JOURNAL OF ORGANIC CHEMISTRY, vol. 75, no. 14, 2010, pages 4887 - 4890
JOURNAL OF THE CHEMICAL SOCIETY, vol. 3004-5, 1965
M. REGGELINC. ZUR, SYNTHESIS, vol. 1-6, 2000, pages 4
MONATSH. CHEM., vol. 101, 1970, pages 396 - 404
MONATSHEFTE FUER CHEMIE, vol. 116, no. 10, 1985, pages 1153 - 64
O.G. MANCHENOC. BOLM, ORG. LETT., vol. 9, 2007, pages 3809 - 3811
ORG. LETT., vol. 11, 2009, pages 1837 - 1840
ORG. LETT., vol. 13, 2011, pages 2310 - 13
ORG. LETT., vol. 14, 2012, pages 862 - 865
R.C. LAROCK: "Synthetic Organic Methodology: Comprehensive Organic Transformations", A GUIDE TO FUNCTIONAL GROUP PREPARATIONS, 1989, pages 409
TETRAHEDRON LETTERS, vol. 39, no. 32, 1998, pages 5731 - 5734
TETRAHEDRON, vol. 61, no. 46, 2005, pages 10827 - 10852
TETRAHEDRON, vol. 70, no. 37, 2014, pages 6613 - 6622

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020141135A1 (fr) * 2018-12-31 2020-07-09 Syngenta Crop Protection Ag Dérivés hétérocycliques à action pesticide comprenant des substituants contenant du soufre
WO2021204577A1 (fr) 2020-04-06 2021-10-14 Basf Se Composés imidazo-pyrimidone utilisés en tant que pesticides
WO2022128524A1 (fr) 2020-12-14 2022-06-23 Basf Se Pesticides sulfoximines

Also Published As

Publication number Publication date
TW202000028A (zh) 2020-01-01
AR115495A1 (es) 2021-01-27

Similar Documents

Publication Publication Date Title
US10323031B2 (en) Pesticidally active tetracyclic derivatives with sulfur containing substituents
US10385048B2 (en) Pesticidally active polycyclic derivatives with sulfur containing substituents
US11440910B2 (en) Pesticidally active heterocyclic derivatives with sulfur containing substituents
US20210403478A1 (en) Pesticidally active heterocyclic derivatives with sulfur containing substituents
EP3931194A1 (fr) Dérivés hétérocycliques à action pesticide comprenant des substituants contenant du soufre
EP3440068B1 (fr) Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre
US11413291B2 (en) Pesticidally active heterocyclic derivatives with sulfur containing substituents
WO2016113155A1 (fr) Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre
EP3802542A1 (fr) Dérivés hétérocycliques à action pesticide comportant des substituants contenant de la sulfoximine
EP3548466A1 (fr) Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre
WO2019219689A1 (fr) Dérivés hétérocycliques à activité pesticide incorporant des substituants contenant du sulfoximine
WO2019086474A1 (fr) Composés hétérocycliques mésoioniques à activité pesticide
WO2019076778A1 (fr) Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre et des sulfonimidamides
US10894792B2 (en) Pesticidally active heterocyclic derivatives with sulfur containing substituents
WO2016012395A1 (fr) Dérivés hétérocycliques actifs du point de vue pesticide comportant des substituants contenant du soufre
WO2019234160A1 (fr) Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre
WO2019115404A1 (fr) Composés hétérocycliques mésoioniques à activité pesticide
WO2020084075A1 (fr) Dérivés hétérocycliques à action pesticide avec des substituants contenant de la sulfoximine
WO2019229089A1 (fr) Dérivés hétérocycliques à action pesticide comprenant des substituants contenant du soufre
EP3740485A1 (fr) Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre
WO2021009311A1 (fr) Dérivés hétérocycliques à action pesticide comprenant des substituants contenant du soufre
WO2019229088A1 (fr) Dérivés hétérocycliques à activité pesticide comportant des substituants contenant du soufre

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 19729725

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 19729725

Country of ref document: EP

Kind code of ref document: A1