AR114048A1 - SILILMETIL HETEROARYLLOXYQUINOLINES TRISUSTITUIDAS AND THEIR ANALOGUES - Google Patents

SILILMETIL HETEROARYLLOXYQUINOLINES TRISUSTITUIDAS AND THEIR ANALOGUES

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AR114048A1
AR114048A1 ARP180103837A ARP180103837A AR114048A1 AR 114048 A1 AR114048 A1 AR 114048A1 AR P180103837 A ARP180103837 A AR P180103837A AR P180103837 A ARP180103837 A AR P180103837A AR 114048 A1 AR114048 A1 AR 114048A1
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Argentina
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alkyl
halogen atoms
different
same
cycloalkyl
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ARP180103837A
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Spanish (es)
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Bayer Ag
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/0803Compounds with Si-C or Si-Si linkages
    • C07F7/081Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La presente se refiere a compuestos activos fungicidas, más específicamente a sililmetil heteroariloxiquinolinas trisustituidas y sus análogos, procesos e intermediarios para su preparación y el uso de los mismos como compuesto activo fungicida, en particular en la forma de composiciones fungicidas. La presente también se refiere a métodos para el control de hongos fitopatogénicos de las plantas con el uso de estos compuestos o de las composiciones que los comprenden. Reivindicación 1: Un compuesto de la fórmula (1) caracterizado porque: A representa un anillo de quinolin-3-ilo donde Q¹ es C, un anillo de quinoxalin-2-ilo donde Q¹ es C o un anillo de 1H-bencimidazol-1-ilo donde Q¹ es N; B representa un anillo heterociclilo de 5 ó 6 miembros que comprende 1, 2 ó 3 heteroátomos seleccionados independientemente entre la lista que consiste en N, O y S; Q² es C o N; B representa un anillo heterociclilo de 5 ó 6 miembros que comprende 1, 2 ó 3 heteroátomos seleccionados independientemente entre la lista que consiste en N, O y S; Q² es C o N; Z se selecciona entre el grupo que consiste en átomo de hidrógeno, átomo de halógeno, C₁₋₈-alquilo, C₁₋₈-halógenoalquilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₂₋₈-alquenilo, C₂₋₈-halógenoalquenilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₂₋₈-alquinilo, C₂₋₈-halógenoalquinilo que comprende 9 átomos de halógeno que pueden ser iguales o diferentes, C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, hidroxilo, C₁₋₈-alcoxi, C₁₋₈-halógenoalcoxi que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, arilo, heterociclilo, formilo, C₁₋₈-alquilcarbonilo, (hidroxiimino)C₁₋₈-alquilo, (C₁₋₈-alcoxiimino)C₁₋₈-alquilo, carboxilo, C₁₋₈-alcoxicarbonilo, carbamoilo, C₁₋₈-alquilcarbamoilo, di-C₁₋₈-alquilcarbamoilo, amino, C₁₋₈-alquilamino, di-C₁₋₈-alquilamino, sulfanilo, C₁₋₈-alquilsulfanilo, C₁₋₈-aiquilsulfinilo, C₁₋₈-alquilsulfonilo, C₁₋₆-trialquilsililo, ciano y nitro, donde dichos C₁₋₈-alquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo y C₁₋₈-alcoxi pueden estar sustituidos con uno o más sustituyentes Zᵃ y donde dichos C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, arilo y heterociclilo pueden estar sustituidos con uno o más sustituyentes Zᵇ; n representa 0, 1, 2, 3 ó 4; p representa 0, 1, 2, 3, 4 ó 5; L representa O, S, SO, SO₂, CR⁴R⁵ o NR⁶ donde R⁴ y R⁵ se seleccionan independientemente entre el grupo que consiste en átomo de hidrógeno, átomo de halógeno, hidroxilo, C₁₋₈-alquilo, C₁₋₈-halógenoalquilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₁₋₈-alcoxi y C₁₋₈-halógenoalcoxi que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, o pueden formar junto con el átomo de carbono al cual están unidos un grupo carbonilo; R⁶ se selecciona entre el grupo que consiste en átomo de hidrógeno, C₁₋₈-alquilo, C₁₋₈-halógenoalquilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₂₋₈-alquenilo, C₂₋₈-halógenoalquenilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₃₋₈-alquinilo, C₃₋₈-halógenoalquinilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₃₋₇-cicloalquilo, C₃₋₇-halógenocicloalquilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₃₋₇-cicloalquil-C₁₋₈-alquilo, formilo, C₁₋₈-alquilcarbonilo, C₁₋₈-halógenoalquilcarbonilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₁₋₈-alcoxicarbonilo, C₁₋₈-halógenoalcoxicarbonilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₁₋₈-alquilsulfonilo, C₁₋₈-halógenoalquilsulfonilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, aril-C₁₋₈-alquilo y fenilsulfonilo, donde dichos C₁₋₈-alquilo, C₂₋₈-alquenilo, C₃₋₈-alquinilo, pueden estar sustituidos con uno o más sustituyentes R⁶ᵃ y donde dichos C₃₋₇-cicloalquilo, C₃₋₇-cicloalquilo-C₁₋₈-alquilo, aril-C₁₋₈-alquilo y fenilsulfonilo pueden estar sustituidos con uno o más sustituyentes R⁶ᵇ; X se selecciona independientemente entre el grupo que consiste en átomo de halógeno, C₁₋₈-alquilo, C₁₋₈-halógenoalquilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₂₋₈-alquenilo, C₂₋₈-halógenoalquenilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₂₋₈-alquinilo, C₂₋₈-halógenoalquinilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, hidroxilo, C₁₋₈-alcoxi, C₁₋₈-halógenoalcoxi que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₁₋₆-trialquilsililo, ciano y nitro, donde dichos C₁₋₈-alquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo y C₁₋₈-alcoxi pueden estar sustituidos con uno o más sustituyentes Xᵃ y dicho C₃₋₇-cicloalquilo y C₄₋₇-cicloalquenilo pueden estar sustituidos con uno o más sustituyentes Xᵇ; Y se selecciona independientemente entre el grupo que consiste en átomo de hidrógeno, átomo de halógeno, C₁₋₈-alquilo, C₁₋₈-halógenoalquilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₂₋₈-alquenilo, C₂₋₈-halógenoalquenilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₂₋₈-alquinilo, C₂₋₈-halógenoalquinilo que comprende hasta 9 átomos de halógeno que pueden ser iguales o diferentes, C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, hidroxilo, C₁₋₈-alcoxi, C₁₋₈-halógenoalcoxi que comprende hasta 9 átomo de halógeno que pueden ser iguales o diferentes, arilo, heterociclilo, formilo, C₁₋₈-alquilcarbonilo, (hidroxiimino)C₁₋₈-alquilo, (C₁₋₈-alcoxiimino)C₁₋₈-alquilo, carboxilo, C₁₋₈-alcoxicarbonilo, carbamoilo, C₁₋₈-alquilcarbamoilo, di-C₁₋₈-alquilcarbamoilo, amino, C₁₋₈-alquilamino, di-C₁₋₈-alquilamino, sulfanilo, C₁₋₈-alquilsulfanilo, C₁₋₈-alquilsulfinilo, C₁₋₈-alquilsulfonilo, C₁₋₆-trialquilsililo, ciano y nitro, donde dichos C₁₋₈-alquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo y C₁₋₈-alcoxi pueden estar sustituidos con uno o más sustituyentes Yᵃ y donde dichos C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, arilo y heterociclilo pueden estar sustituidos con uno o más sustituyentes Yᵇ; R¹ se selecciona entre el grupo que consiste en C₁₋₆-alquilo, C₁₋₆-alquenilo, C₂₋₈-alquinilo, C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, arilo y heterociclilo y heterociclilo, donde dichos C₁₋₈-alquilo, C₂₋₈-alquenilo y C₂₋₈-alquinilo pueden estar sustituidos con uno o más sustituyentes R¹ᵃ y donde dichos C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, arilo y heterociclilo pueden estar sustituidos con uno o más sustituyentes R¹ᵇ; R² se selecciona entre el grupo que consiste en hidroxilo, C₁₋₈-alcoxi, C₁₋₈-alquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, arilo y heterociclilo, donde dichos C₁₋₈-alcoxi, C₁₋₈-alquilo, C₂₋₈-alquenilo y C₂₋₈-alquinilo pueden estar sustituidos con uno o más sustituyentes R²ᵃ y donde dichos C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, arilo y heterociclilo pueden estar sustituidos con uno o más sustituyentes R²ᵇ; cuando R¹ y R² independientemente representan un C₁₋₈ alquilo o un C₂₋₈ alquenilo, pueden formar, junto con el átomo de silicio al cual están unidos, un anillo C₃₋₈-silacicloalquilo o un anillo C₄₋₈-silacicloalquenilo, donde dichos anillo C₃₋₈-silacicloalquilo o anillo C₄₋₈-silacicloalquenilo pueden estar sustituidos con uno o más sustituyentes R¹ᵇ; R³ se selecciona entre el grupo que consiste en átomo de hidrógeno, átomo de halógeno, C₁₋₈-alquilo, C₁₋₈-halógenoalquilo que comprende hasta 9 átomos de carbono que pueden ser iguales o diferentes, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, hidroxilo, C₁₋₈-alcoxi, arilo, aril-C₁₋₈-alquilo, heterociclilo, heterociclil-C₁₋₈-alquilo, hidroxi-C₁₋₈-alquilo, C₁₋₈-alcoxi-C₁₋₈-alquilo, C₁₋₈-alquilcarboniloxi-C₁₋₈-alquilo, ariloxi-C₁₋₈-alquilo, heterocicliloxi-C₁₋₈-alquilo, amino-C₁₋₈-alquilo, C₁₋₈-alquilamino-C₁₋₈-alquilo, di-C₁₋₈-alquilamino-C₁₋₈-alquilo, arilamino-C₁₋₈-alquilo, di-arilamino-C₁₋₈-alquilo, heterociclilamino-C₁₋₈-alquilo, C₁₋₈-alquilcarbonilamino-C₁₋₈-alquilo, C₁₋₈-alcoxicarbonilamino-C₁₋₈-alquilo, C₁₋₈-alquilsulfanil-C₁₋₈-alquilo, C₁₋₈-alquilsulfinil-C₁₋₈-alquilo, C₁₋₈-alquilsulfonil-C₁₋₈-alquilo y ciano-C₁₋₈-alquilo, donde dichos C₁₋₈-alquilo, C₂₋₈-alquenilo y C₂₋₈-alquinilo pueden estar sustituidos con uno o más sustituyentes R³ᵃ y donde dichos C₃₋₇-cicloalquilo, C₄₋₇-cicloalquenilo, arilo, aril-C₁₋₈-alquilo, heterociclilo, heterociclil-C₁₋₈-alquilo, ariloxi-C₁₋₈-alquilo y heterocicliloxi-C₁₋₈-alquilo pueden estar sustituidos con uno o más sustituyentes R³ᵇ; R³ y X, cuando dicho X es vecino a SiR¹R²R³, pueden formar, junto con los átomos de silicio y carbono a los cuales están unidos respectivamente, un heterociclo de 5, 6 ó 7 miembros, parcialmente saturado, donde dicho heterociclo de 5, 6 ó 7 miembros parcialmente saturado puede estar sustituido con uno o más sustituyentes R³ᵇ; cuando R² representa un C₁₋₈-alcoxi y R³ representa un C₁₋₈-alcoxi o un C₁₋₈ alquilo, pueden formar, junto con el átomo de silicio al cual están unidos un heterociclo de 5, 6 ó 7 miembros, donde dicho heterociclo de 5, 6 ó 7 miembros puede estar sustituido con uno o más sustituyentes R²ᵇ; Zᵃ, R¹ᵃ, R²ᵃ, R³ᵃ, R⁶ᵃ, Xᵃ y Yᵃ se seleccionan independientemente entre el grupo que consiste en nitro, hidroxilo, ciano, carboxilo, amino, sulfanilo, pentafluoro-l⁶-sulfanilo, formilo, carbamoilo, carbamato, C₃₋₇-cicloalquilo, C₃₋₈-halógenocicloalquilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilamino, di-C₁₋₈-alquilamino, C₁₋₈-alcoxi, C₁₋₈-halógenoalcoxi que tiene de 1 a 5 átomos de halógeno, C₁₋₈-alquilsulfanilo, C₁₋₈-halógenoalquisulfanilo que tiene de 1 a 5 átomos de halógeno, C₁₋₈-alquilcarbonilo, C₁₋₈-haogenoalquilcarbonilo que tiene de 1 a 5 átomos de halógeno, C₁₋₈-alquilcarbamoilo, di-C₁₋₈-alquilcarbamoilo, C₁₋₈-alcoxicarbonilo, C₁₋₈-halógenoalcoxicarbonilo que tiene de 1 a 5 átomos de halógeno, C₁₋₈-alquilcarboniloxi, C₁₋₈-halógenoalquilcarboniloxi que tiene de 1 a 5 átomos de halógeno, C₁₋₈-alquilcarbonilamino, C₁₋₈-halógenoalquilcarbonilamino que tiene de 1 a 5 átomos de halógeno, C₁₋₈-alquilsulfinilo, C₁₋₈-halógenoalquilsulfinilo que tiene de 1 a 5 átomos de halógeno, C₁₋₈-alquilsulfonilo y C₁₋₈-halógeno-alquil-sulfonilo que tiene de 1 a 5 átomos de halógeno; Zᵇ, R¹ᵇ, R²ᵇ, R³ᵇ, R⁶ᵇ, Xᵇ y Yᵇ se seleccionan independientemente entre el grupo que consiste en átomo de halógeno, nitro, hidroxilo, ciano, carboxilo, amino, sulfanilo, pentafluoro-l⁶-sulfanilo, formilo, carbamoilo, carbamato, C₁₋₈-alquilo, C₃₋₇-cicloalquilo, C₁₋₈-halógenoalquilo que tiene 1 a 5 átomos de halógeno, C₃₋₈-halógenocicloalquilo que tiene 1 a 5 átomos de halógeno, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₁₋₈-alquilamino, di-C₁₋₈-alquilamino, C₁₋₈-alcoxi, C₁₋₈-halógenoalcoxi que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilsulfanilo, C₁₋₈-halógenoalquilsulfanilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarbonilo, C₁₋₈-halógenoalquilcarbonilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarbamoilo, di-C₁₋₈-alquilcarbamoilo, C₁₋₈-alcoxicarbonilo, C₁₋₈-halógenoalcoxicarbonilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarboniloxi, C₁₋₈-halógenoalquilcarboniloxi que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilcarbonilamino, C₁₋₈-halógenoalquilcarbonilamino que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilsulfanilo, C₁₋₈-halógenoalquilsulfanilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilosulfinilo, C₁₋₈-halógenoalquilsulfinilo que tiene 1 a 5 átomos de halógeno, C₁₋₈-alquilsulfonilo y C₁₋₈-halógeno-alquil-sulfonilol que tiene 1 a 5 átomos de halógeno; como también sus sales, N-óxidos, e isómeros ópticamente activos o isómeros geométricos.The present refers to fungicidal active compounds, more specifically to trisubstituted silylmethyl heteroaryloxyquinolines and their analogues, processes and intermediates for their preparation and the use thereof as fungicidal active compound, in particular in the form of fungicidal compositions. The present also relates to methods for the control of phytopathogenic fungi of plants with the use of these compounds or of the compositions comprising them. Claim 1: A compound of formula (1) characterized in that: A represents a quinolin-3-yl ring where Q¹ is C, a quinoxalin-2-yl ring where Q¹ is C or a 1H-benzimidazol-1 ring -ilo where Q¹ is N; B represents a 5- or 6-membered heterocyclyl ring comprising 1, 2, or 3 heteroatoms independently selected from the list consisting of N, O, and S; Q² is C or N; B represents a 5- or 6-membered heterocyclyl ring comprising 1, 2, or 3 heteroatoms independently selected from the list consisting of N, O, and S; Q² is C or N; Z is selected from the group consisting of hydrogen atom, halogen atom, C₁₋₈-alkyl, C₁₋₈-haloalkyl comprising up to 9 halogen atoms which may be the same or different, C₂₋₈-alkenyl, C₂₋ ₈-haloalkenyl comprising up to 9 halogen atoms that can be the same or different, C₂₋₈-alkynyl, C₂₋₈-haloalkynyl comprising 9 halogen atoms that can be the same or different, C₃₋₇-cycloalkyl, C₄₋₇ -cycloalkenyl, hydroxyl, C₁₋₈-alkoxy, C₁₋₈-haloalkoxy comprising up to 9 halogen atoms which can be the same or different, aryl, heterocyclyl, formyl, C₁₋₈-alkylcarbonyl, (hydroxyimino) C₁₋₈-alkyl , (C₁₋₈-alkoxyimino) C₁₋₈-alkyl, carboxyl, C₁₋₈-alkoxycarbonyl, carbamoyl, C₁₋₈-alkylcarbamoyl, di-C₁₋₈-alkylcarbamoyl, amino, C₁₋₈-alkylamino, di-C₁₋ ₈-alkylamino, sulfanyl, C₁₋₈-alkylsulfanyl, C₁₋₈-alkylsulfinyl, C₁₋₈-alkylsulfonyl, C₁₋₆-trialkylsilyl, cyano and nitro, where said C₁₋₈-alkyl, C₂₋₈-alkenyl, C ₂₋₈-alkynyl and C₁₋₈-alkoxy can be substituted with one or more Zᵃ substituents and where said C₃₋₇-cycloalkyl, C₄₋₇-cycloalkenyl, aryl and heterocyclyl can be substituted with one or more Zᵇ substituents; n represents 0, 1, 2, 3 or 4; p represents 0, 1, 2, 3, 4 or 5; L represents O, S, SO, SO₂, CR⁴R⁵ or NR⁶ where R⁴ and R⁵ are independently selected from the group consisting of hydrogen atom, halogen atom, hydroxyl, C₁₋₈-alkyl, C₁₋₈-haloalkyl comprising up to 9 halogen atoms that can be the same or different, C₁₋₈-alkoxy and C₁₋₈-halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different, or they can form together with the carbon atom to which they are attached a carbonyl group; R⁶ is selected from the group consisting of hydrogen atom, C₁₋₈-alkyl, C₁₋₈-haloalkyl comprising up to 9 halogen atoms which may be the same or different, C₂₋₈-alkenyl, C₂₋₈-haloalkenyl which comprises up to 9 halogen atoms which may be the same or different, C₃₋₈-alkynyl, C₃₋₈-haloalkynyl which comprises up to 9 halogen atoms which may be the same or different, C₃₋₇-cycloalkyl, C₃₋₇-halocycloalkyl which comprises up to 9 halogen atoms which may be the same or different, C₃₋₇-cycloalkyl-C₁₋₈-alkyl, formyl, C₁₋₈-alkylcarbonyl, C₁₋₈-haloalkylcarbonyl which comprises up to 9 halogen atoms which may be the same or different, C₁₋₈-alkoxycarbonyl, C₁₋₈-halogenoalkoxycarbonyl comprising up to 9 halogen atoms that can be the same or different, C₁₋₈-alkylsulfonyl, C₁₋₈-halogenoalkylsulfonyl comprising up to 9 halogen atoms that can be the same or different, aryl-C₁₋₈-alkyl and phenylsulfonyl, where said C₁₋₈-alkyl, C₂₋₈-alkenyl, C₃₋₈-alkynyl, may be substituted with one or more R⁶ᵃ substituents and where said C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₈-alkyl, aryl-C₁₋₈-alkyl and phenylsulfonyl may be substituted with one or more R⁶ᵇ substituents; X is independently selected from the group consisting of halogen atom, C₁₋₈-alkyl, C₁₋₈-haloalkyl comprising up to 9 halogen atoms which may be the same or different, C₂₋₈-alkenyl, C₂₋₈-haloalkenyl comprising up to 9 halogen atoms that can be the same or different, C₂₋₈-alkynyl, C₂₋₈-haloalkynyl comprising up to 9 halogen atoms that can be the same or different, C₃₋₇-cycloalkyl, C₄₋₇-cycloalkenyl , hydroxyl, C₁₋₈-alkoxy, C₁₋₈-halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different, C₁₋₆-trialkylsilyl, cyano and nitro, where said C₁₋₈-alkyl, C₂₋₈- alkenyl, C₂₋₈-alkynyl and C₁₋₈-alkoxy may be substituted with one or more Xᵃ substituents and said C₃₋₇-cycloalkyl and C₄₋₇-cycloalkenyl may be substituted with one or more Xᵇ substituents; Y is independently selected from the group consisting of hydrogen atom, halogen atom, C₁₋₈-alkyl, C₁₋₈-haloalkyl comprising up to 9 halogen atoms which may be the same or different, C₂₋₈-alkenyl, C₂ ₋₈-haloalkenyl comprising up to 9 halogen atoms that can be the same or different, C₂₋₈-alkynyl, C₂₋₈-haloalkynyl comprising up to 9 halogen atoms that can be the same or different, C₃₋₇-cycloalkyl, C₄ ₋₇-cycloalkenyl, hydroxyl, C₁₋₈-alkoxy, C₁₋₈-halogenoalkoxy comprising up to 9 halogen atom which can be the same or different, aryl, heterocyclyl, formyl, C₁₋₈-alkylcarbonyl, (hydroxyimino) C₁₋₈ -alkyl, (C₁₋₈-alkoxyimino) C₁₋₈-alkyl, carboxyl, C₁₋₈-alkoxycarbonyl, carbamoyl, C₁₋₈-alkylcarbamoyl, di-C₁₋₈-alkylcarbamoyl, amino, C₁₋₈-alkylamino, di- C₁₋₈-alkylamino, sulfanyl, C₁₋₈-alkylsulfanyl, C₁₋₈-alkylsulfinyl, C₁₋₈-alkylsulfonyl, C₁₋₆-trialkylsilyl, cyano and nitro, where said C₁₋₈-al chyl, C₂₋₈-alkenyl, C₂₋₈-alkynyl and C₁₋₈-alkoxy can be substituted with one or more Yᵃ substituents and where said C₃₋₇-cycloalkyl, C₄₋₇-cycloalkenyl, aryl and heterocyclyl can be substituted with one or more Yᵇ substituents; R¹ is selected from the group consisting of C₁₋₆-alkyl, C₁₋₆-alkenyl, C₂₋₈-alkynyl, C₃₋₇-cycloalkyl, C₄₋₇-cycloalkenyl, aryl, and heterocyclyl and heterocyclyl, wherein said C₁₋₈ -alkyl, C₂₋₈-alkenyl and C₂₋₈-alkynyl can be substituted with one or more R¹ᵃ substituents and where said C₃₋₇-cycloalkyl, C₄₋₇-cycloalkenyl, aryl and heterocyclyl can be substituted with one or more R¹ᵇ substituents ; R² is selected from the group consisting of hydroxyl, C₁₋₈-alkoxy, C₁₋₈-alkyl, C₂₋₈-alkenyl, C₂₋₈-alkynyl, C₃₋₇-cycloalkyl, C₄₋₇-cycloalkenyl, aryl, and heterocyclyl , where said C₁₋₈-alkoxy, C₁₋₈-alkyl, C₂₋₈-alkenyl and C₂₋₈-alkynyl may be substituted with one or more R²ᵃ substituents and where said C₃₋₇-cycloalkyl, C₄₋₇-cycloalkenyl, aryl and heterocyclyl may be substituted with one or more R²ᵇ substituents; when R¹ and R² independently represent a C₁₋₈ alkyl or a C₂₋₈ alkenyl, they can form, together with the silicon atom to which they are attached, a C₃₋₈-silacycloalkyl ring or a C₄₋₈-silacycloalkenyl ring, where said C₃₋₈-silacycloalkyl ring or C₄₋₈-silacycloalkenyl ring may be substituted with one or more R¹ᵇ substituents; R³ is selected from the group consisting of hydrogen atom, halogen atom, C₁₋₈-alkyl, C₁₋₈-haloalkyl comprising up to 9 carbon atoms which may be the same or different, C₂₋₈-alkenyl, C₂₋ ₈-alkynyl, C₃₋₇-cycloalkyl, C₄₋₇-cycloalkenyl, hydroxyl, C₁₋₈-alkoxy, aryl, aryl-C₁₋₈-alkyl, heterocyclyl, heterocyclyl-C₁₋₈-alkyl, hydroxy-C₁₋₈- alkyl, C₁₋₈-alkoxy-C₁₋₈-alkyl, C₁₋₈-alkylcarbonyloxy-C₁₋₈-alkyl, aryloxy-C₁₋₈-alkyl, heterocyclyloxy-C₁₋₈-alkyl, amino-C₁₋₈-alkyl, C₁₋₈-alkylamino-C₁₋₈-alkyl, di-C₁₋₈-alkylamino-C₁₋₈-alkyl, arylamino-C₁₋₈-alkyl, di-arylamino-C₁₋₈-alkyl, heterocyclylamino-C₁₋₈- alkyl, C₁₋₈-alkylcarbonylamino-C₁₋₈-alkyl, C₁₋₈-alkoxycarbonylamino-C₁₋₈-alkyl, C₁₋₈-alkylsulfanyl-C₁₋₈-alkyl, C₁₋₈-alkylsulfinyl-C₁₋₈-alkyl, C₁₋₈-alkylsulfonyl-C₁₋₈-alkyl and cyano-C₁₋₈-alkyl, wherein said C₁₋₈-alkyl, C₂₋₈-alkenyl and C₂₋₈-alkynyl may be substituted with one or more R³ᵃ substituents and where sayings C₃₋₇-cycloalkyl, C₄₋₇-cycloalkenyl, aryl, aryl-C₁₋₈-alkyl, heterocyclyl, heterocyclyl-C₁₋₈-alkyl, aryloxy-C₁₋₈-alkyl and heterocyclyloxy-C₁₋₈-alkyl may be substituted with one or more R³ᵇ substituents; R³ and X, when said X is close to SiR¹R²R³, can form, together with the silicon and carbon atoms to which they are attached respectively, a partially saturated 5, 6 or 7 membered heterocycle, where said 5, 6 heterocycle or partially saturated 7-membered may be substituted with one or more R³ᵇ substituents; when R² represents a C₁₋₈-alkoxy and R³ represents a C₁₋₈-alkoxy or a C₁₋₈ alkyl, they can form, together with the silicon atom to which they are attached a 5, 6 or 7-membered heterocycle, where said 5-, 6- or 7-membered heterocycle may be substituted with one or more R²ᵇ substituents; Zᵃ, R¹ᵃ, R²ᵃ, R³ᵃ, R⁶ᵃ, Xᵃ, and Yᵃ are independently selected from the group consisting of nitro, hydroxyl, cyano, carboxyl, amino, sulfanyl, pentafluoro-l⁶-sulfanyl, formyl, carbamoyl, carbamate, C₃₋₇- cycloalkyl, C₃₋₈-halogenocycloalkyl having 1 to 5 halogen atoms, C₁₋₈-alkylamino, di-C₁₋₈-alkylamino, C₁₋₈-alkoxy, C₁₋₈-haloalkoxy having 1 to 5 halogen atoms , C₁₋₈-alkylsulfanyl, C₁₋₈-haloalkylsulfanyl having 1 to 5 halogen atoms, C₁₋₈-alkylcarbonyl, C₁₋₈-haogenoalkylcarbonyl having 1 to 5 halogen atoms, C₁₋₈-alkylcarbamoyl, di -C₁₋₈-alkylcarbamoyl, C₁₋₈-alkoxycarbonyl, C₁₋₈-halogenoalkoxycarbonyl having 1 to 5 halogen atoms, C₁₋₈-alkylcarbonyloxy, C₁₋₈-haloalkylcarbonyloxy having 1 to 5 halogen atoms, C₁ ₋₈-alkylcarbonylamino, C₁₋₈-haloalkylcarbonylamino having 1 to 5 halogen atoms, C₁₋₈-alkylsulfinyl, C₁₋₈-haloalkylsulfinyl having 1 to 5 halogen atoms, C₁₋₈-alkylsulfonyl and C₁₋₈-haloalkylsulfonyl having 1 to 5 halogen atoms; Zᵇ, R¹ᵇ, R²ᵇ, R³ᵇ, R⁶ᵇ, Xᵇ, and Yᵇ are independently selected from the group consisting of halogen atom, nitro, hydroxyl, cyano, carboxyl, amino, sulfanyl, pentafluoro-l⁶-sulfanyl, formyl, carbamoyl, carbamate, C₁₋₈-alkyl, C₃₋₇-cycloalkyl, C₁₋₈-haloalkyl having 1 to 5 halogen atoms, C₃₋₈-halocycloalkyl having 1 to 5 halogen atoms, C₂₋₈-alkenyl, C₂₋₈- alkynyl, C₁₋₈-alkylamino, di-C₁₋₈-alkylamino, C₁₋₈-alkoxy, C₁₋₈-haloalkoxy having 1 to 5 halogen atoms, C₁₋₈-alkylsulfanyl, C₁₋₈-haloalkylsulfanyl having 1 to 5 halogen atoms, C₁₋₈-alkylcarbonyl, C₁₋₈-haloalkylcarbonyl having 1 to 5 halogen atoms, C₁₋₈-alkylcarbamoyl, di-C₁₋₈-alkylcarbamoyl, C₁₋₈-alkoxycarbonyl, C₁₋₈- halogenoalkoxycarbonyl having 1 to 5 halogen atoms, C₁₋₈-alkylcarbonyloxy, C₁₋₈-haloalkylcarbonyloxy having 1 to 5 halogen atoms, C₁₋₈-alkylcarbonylamino, C₁₋₈-haloalkylcarbonylamino having 1 to 5 atoms halogen os, C₁₋₈-alkylsulfanyl, C₁₋₈-haloalkylsulfanyl having 1 to 5 halogen atoms, C₁₋₈-alkylsulfinyl, C₁₋₈-haloalkylsulfinyl having 1 to 5 halogen atoms, C₁₋₈-alkylsulfonyl and C₁₋₈-halogen-alkylsulfonylol having 1 to 5 halogen atoms; as well as their salts, N-oxides, and optically active isomers or geometric isomers.

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