MXPA00008144A - Substituted alxoxycarbonyl compounds - Google Patents

Abstract

The invention relates to novel substituted alkoxycarbonyl compounds of formula (I), wherein n stands for 0 or 1;Ar stands for an optionally substituted monocyclic or bicyclic saturated or optionally partially- unsaturated carbocyclic or heterocyclic group;Q represents O (oxygen), S (sulfur), SO, SO2, NH, N(Alkyl) or CH2 (methylene);R1 stands for alkyl or cycloalkyl;R2 stands for hydrogen or alkyl;Y stands for NH or N(alkyl) and Z stands for optionally substituted monocyclic or bicyclic, saturated or partially unsaturated heterocyclyl bonded by N or it also stands for optionally substituted cycloalkylamino or arylamino in case n stands for 1 and Ar stands for a bicyclic group. The invention also relates to the production of said compounds and to their use as agents in the treatment of plants, more particularly as a herbicide, fungicide and insecticide.

Description

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SUBSTITUTE ALCOXICARBQNIL CQMPUESTOS. Field of the invention. The invention relates to new substituted alkoxycarbonyl compounds, to processes for their preparation and to their use as agents for the treatment of plants, especially as herbicides, fungicides and insecticides. Description of the prior art. It is known that certain substituted N-aryl-O-aryloxyalkyl carbamates have herbicidal properties (see US-A-5 099 059, US-A-5 152 827, US-A-5 194 661, US-A-5 399 545 / WO-A-9410132, 0-A-9616941). However, the activity of these known compounds is not satisfactory from all points of view. Detailed description of the invention. New substituted alkoxycarbonyl compounds of the general formula (I) have now been found, where n means the numbers 0 or 1, Ar means a saturated carbocyclic or heterocyclic group or -in case given partially- unsaturated, monocyclic or bicyclic, respectively substituted, if appropriate, REF: 122566 Q represents O (oxygen), S (sulfur), SO, SOz, NH, N (alkyl) or CH2 (methylene), R1 signifies alkyl or cycloalkyl, R2 signifies hydrogen or alkyl, Y signifies NH or N (alkyl), and Z means heterocyclyl, linked through N, saturated or partially unsaturated, monocyclic or bicyclic, respectively substituted if appropriate, or - when n means 1 or Ar means a bicyclic group, also means cycloalkylamino or arylamino substituted respectively, if appropriate. The compounds according to the invention of the general formula (I) contain at least one carbon atom substituted asymmetrically and can thus be present in various enantiomeric forms (forms with the R and S configuration) or diastereomers. The invention relates both to the various possible individual enantiomeric or stereoisomeric forms of the compounds of the general formula (I) and also to the mixtures of these stereoisomeric compounds. In the definitions the carbon atoms, such as alkyl - even in combination with heteroatoms, as in alkoxy - are respectively straight-chain or branched chain. Preferably, Ar means a saturated or optionally partially unsaturated, carbocyclic or heterocyclic, monocyclic or bicyclic group, respectively substituted, if appropriate, by the series consisting of cyclopentyl, cyclohexyl, phenyl, naphthyl, tetralinyl, decalinyl, furyl, benzofuryl, thienyl, benzothienyl, oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, pyrazolyl, pyridinyl, quinolinyl, isoquinolinyl, pyrimidinyl, or the following grouping - optionally substituted as well- where A means alkanediyl having 1 to 3 carbon atoms optionally substituted by halogen, and the respective possible substituents being preferably chosen from the following number: cyano, nitro, halogen, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylcarbonyl, alkoxycarbonyl with respectively up to 6 carbon atoms, respectively substituted, if appropriate, by halogen; preferably, Q means O (oxygen), S (sulfur), SO, SO2, NH, N (alkyl having 1 to 4 carbon atoms) or CH2 (methylene); preferably, R1 means alkyl with 1 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms; preferably, R2 means hydrogen or alkyl with 1 to 4 carbon atoms; preferably, Y means NH or N (alkyl having 1 to 4 carbon atoms); preferably, Z means aziridinyl, azetidinyl, azetidinyl, pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, S-oxo-thiomorpholinyl, S, S-dioxo-thiomorpholinyl, perhydroazepinyl, piperazinyl, indolinyl, isoindolinyl, perhydroindolinyl, perhydroisoindolinyl, tetrahydroquinolinyl, perhydroquinolinyl, tetrahydroisoquinolinyl or perhydroisoquinolinyl respectively substituted and linked through N, or - in the case where n means 1 or Ar means a grouping bicyclic - also means cycloalkylamino with 3 to 6 carbon atoms or arylamino with 6 or 10 carbon atoms substituted respectivelyThe respective possible substituents are preferably chosen from the following list: cyano, nitro, halogen, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylcarbonyl, alkoxycarbonyl with up to 6 carbon atoms, each optionally substituted by halogen; particularly preferably, Ar denotes an unsaturated or optionally unsaturated, carbocyclic or heterocyclic, monocyclic or bicyclic group, respectively substituted, if appropriate, by the series consisting of cyclohexyl, phenyl, naphthyl, tetralinyl, decalinyl, furyl, benzofuryl , thienyl, benzothienyl, oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, pyrazolyl, pyridinyl, quinolinyl, isoquinolinyl, pyrimidinyl, or the following groups - also substituted if necessary - OCX where A means methylene or dimethylene (ethane-1,2-diyl) respectively substituted, where appropriate, by fluorine and / or by chlorine, and the respective possible substituents being chosen preferably from the following enumeration: cyano, nitro, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n- or i-propylsulfinyl, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, acetyl, propionyl, n- or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl respectively substituted, if appropriate, by fluorine and / or by chlorine; more preferably, Q means O (oxygen), S (sulfur), SO, SO2, NH, N (methyl) or CH2 (methylene); more preferably, R 1 is methyl, ethyl, n- or i-propyl, or cyclopropyl; more preferably, R2 means hydrogen or methyl; more preferably, Y means NH, N (methyl), N (ethyl) or N (i-propyl); more preferably, Z means pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, S-oxo-thiomorpholinyl, S, S-dioxo-thiomorpholinyl, perhydroazepinyl, piperazinyl, indolinyl, isoindolinyl, perhydroindolinyl, perhydroisoindolinyl, tetrahydroquinolinyl, perhydroquinolinyl, tetrahydroisoquinolinyl or perhydroisoquinolinyl. respectively substituted and linked through N, or -in the case where n means 1 or Ar means iin bicyclic grouping- also means cyclohexylamino or phenylamino, respectively substituted given case, the respective respective substituents being preferably chosen from the following enumeration; cyano, nitro, fluoro, chloro, bromo, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i- , s- or t-butoxy, methylthio, ethylthio, n- or i- propylthio, n-, i-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n- or i-propylsulfinyl, methylsulfonyl, ethylsulfonyl, n- i-propylsulfonyl, acetyl, propionyl, n- or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl respectively substituted, if appropriate, by fluorine and / or by chlorine; more preferably, Q means oxygen; more preferably, R 'means methyl, ethyl, n- or i-propyl; particularly preferably, Ar means the following grouping where R3 signifies fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, difluoromethoxy or trifluoromethoxy and R4 signifies hydrogen, fluorine, chlorine, methyl or trifluoromethyl; besides very particularly preferably, Q means CH2 (methylene); in addition, very particularly preferably.

Ar means one of the following crushings KXX Q K? RT The definitions of the residues indicated above in a general manner or indicated in the preferred ranges are valid both for the final products of the formula (I) and also, correspondingly, for the starting products or the intermediate products necessary respectively for the preparation . These definitions of the remains can be combined arbitrarily with each other, that is to say even between the preferred ranges indicated. According to the invention, preferred are the compounds of the formula (I), in which a combination of the meanings indicated above is preferably present. According to the invention, the compounds of the formula (I), in which combination of the meanings indicated above in a particularly preferred manner. According to the invention, very particularly preferred are the compounds of the formula (I), in which a combination of the meanings indicated above is very particularly preferably present. Particularly preferred examples of the compounds according to the invention of the general formula (I) have been indicated in the following groups.

Group 1.

In this case n means the numbers 0 or 1, Y means NH, N (methyl), N (ethyl), or N (i-propyl), and Z has in this case the meanings indicated below: Group 2.

In this case n, Y and Z have the meanings indicated above in group 1. Group 3.

In this case n, Y and Z have the meanings indicated above in group 1.

Group 4.

In this case n, Y and Z have the meanings indicated above in group 1. Group 5.

In this case n, Y and Z have the meanings indicated above in group 1. Group 6.

In this case n, Y and Z have the meanings indicated above in group 1. Group 7.

In this case n, Y and Z have the meanings indicated above in group 1. Group 8.

In this case n, Y and Z have the meanings indicated above in group 1. Group 9.

In this case n, Y and Z have the meanings indicated above in group 1 Group 10.

In this case n, Y and Z have the meanings indicated above in the group 1. Group 11.

In this case n, Y and Z have the meanings indicated above in group 1. Group 12.

In this case n, Y and Z have the meanings indicated above in group 1. Group 13.

In this case n, Y and Z have the meanings indicated above in group 1.

Group 14 In this case n, Y and Z have the meanings indicated above in group 1 Group 15.

In this case n, Y and Z have the meanings In this case n, Y and Z have the meanings indicated above in group 1. Group 16.

In this case n, Y and Z have the meanings indicated above in group 1.

Group 17 In this case n, Y and Z have the meanings indicated above in group 1. Group 18.

In this case n, Y and Z have the meanings indicated above in group 1. Group 19.

In this case n, Y and Z have the meanings indicated above in group 1. Group 20.

In this case n, Y and Z have the meanings indicated above in group 1. Group 21.

In this case n, Y and Z have the meanings indicated above in group 1. The new substituted alkoxycarbonyl compounds of the general formula (I) have interesting biological properties; they are characterized in particular by a potent and selective herbicidal activity as well as by fungicidal and insecticidal activity. The new substituted alkoxycarbonyl compounds of the general formula (I) are obtained, if (a) they are reacted substituted alkanes of the general formula (II) wherein Ar, Q, R 'and R2 have the meaning indicated above, with isocyanates of the general formula (III) 0 = C = N-Z (III) in which Z has the meaning indicated above, if appropriate in the presence of an auxiliary agent of the reaction and, if appropriate, in the presence of a diluent, or if (b) chloroformic acid esters of the general formula (IV) are reacted wherein Ar, Q, R1 and R2 have the meaning indicated above, with nucleophilic compounds of the general formula (V) H- (Y) "- Z (V) wherein n, Y and Z have the meaning indicated above , if necessary in the presence of an auxiliary agent of the reaction and, if appropriate, in the presence of a diluent. If, for example, l- (3,4-difluoromethylenedioxy-phenylthiomethyl) -propanol and 2-methylbenzylisocyanate are used as starting materials, the reaction can be diagrammed in the case of process (a) according to the invention by means of the following formulas scheme: If, for example, chloroformate of [1- (3-bromo-phenoxymethyl) -propyl] and piperidine are used as starting materials, the development of the reaction in the case of process (b) according to the invention can be schematized by means of of the following formulas schema: The substituted alkanols to be used as starting materials in the case of the process (a) according to the invention for the preparation of the compounds of the general formula (I) are generally defined by the formula (II). In formula (II), Ar, Q, R 'and R2 preferably have those meanings which have already been mentioned above, preferably, very preferably or very particularly preferably for Ar, Q, R1 and R2 in relation to Description of the compounds of the formula (I) according to the invention. ??? as? Gt_ The starting materials of the general formula (II) are known and / or can be prepared by processes known per se (see US-A-5 099 059, US-A-5 152 827, US-A-5 194 661, US-A-5 399 545, see the preparation examples). The isocyanates to be further employed as starting materials in the case of process (a) according to the invention are generally defined by means of formula (III). In the formula (III), Z preferably has that meaning which has already been indicated above, preferably or particularly preferably for Z in relation to the description of the compounds of the general formula (I) according to the invention. The starting materials of the general formula (III) are organic chemicals for known syntheses. The esters of chloroformic acid to be used as starting materials in the case of the process (b) according to the invention for the preparation of the compounds of the formula (I) are generally defined by the formula (IV). In the formula (IV), Ar, Q, R1 and R2 preferably have those meanings which have already been mentioned above, preferably, very preferably or very particularly preferably for Ar, Q, R 'and R2 in relation to Description of the compounds of the formula (I) according to the invention. The starting materials of the general formula (IV) are known and / or can be prepared according to methods known per se (see US Pat. 099 059, US-A-5 152 827, US-A-5 194 661, US-A-5 399 545, see the preparation examples). The nucleophilic compounds to be used also as products of In the case of process (b) according to the invention, they are defined in general by means of formula (V). In formula (V) n, Y and Z preferably have those meanings which have already been mentioned above in a preferred manner, more preferably or very particularly preferably for n, Y and Z in relation to the description of the compounds of the formula (I) according to the invention. The starting materials of the general formula (V) are organic chemical products for known syntheses. As auxiliary agents for the reaction in processes (a) and (b), the usual inorganic or organic acid bases or acceptors are generally suitable. These preferably include acetates, amides, carbonates, bicarbonates, hydrides, hydroxides or alkanolates of alkali metals or alkaline earth metals, such as, for example, sodium, potassium or calcium acetate, lithium amide, sodium, potassium or sodium amide. calcium, sodium, potassium or calcium carbonate, sodium, potassium or calcium bicarbonate, lithium, sodium, potassium or calcium hydride, sodium, potassium or calcium hydroxide, methanolate, ethanolate, - or i-propanolate, n-i-, s- or sodium or potassium t-butanolate; furthermore basic organic nitrogenous compounds, such as for example trimethylamine, triethylamine, tripropylamine, tributylamine, ethyl-diisopropylamine, N, N-dimethyl-cyclohexylamine, dicyclohexylamine, ethyl-dicyclohexyl-amine, N, N-dimethyl-aniline, N, N -dimethylbenzylamine, pyridine, 2-methyl-, 3-methyl-, 4-methyl-, 2,4-dimethyl-, 2,6-dimethyl-, 3,4-dimethyl- and 3,5-dimethyl-pyridine , 5-ethyl-2-methyl-pyridine, 4-dimethylamino-pyridine, N-methyl-piperidine, 1,4-diazabicyclo [2,2,2] -octane (DABCO), 1, 5-diazabicyclo [4.3 , 0] non-5-ene (DBN), or 1,8-diazabicyclo- [5,4,0] -undec-7-ene (DBU).

In process (b) according to the invention, the nucleophilic compounds to be used as starting materials of the general formula (V) - used in a corresponding excess - can also serve as reaction aids. Suitable diluents for carrying out the processes (a) and (b) according to the invention are, in particular, inert organic solvents. These include, in particular, aliphatic, alicyclic or aromatic hydrocarbons, if appropriate halogenated, such as, for example, benzine, benzene, toluene, xylene, chlorobenzene, dichlorobenzene, petroleum ether, hexane, cyclohexane, dichloromethane, chloroform, carbon tetrachloride.; ethers such as diethyl ether, diisopropyl ether, dioxane, tetrahydrofuran or ethylene glycol dimethyl or diethyl ether; ketones, such as acetone, butanone, or methyl isobutyl ketone; nitriles, such as acetonitrile, propionitrile or butyronitrile; amides, such as N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-formanilide, N-methyl-pyrrolidone or hexamethylphosphorotriamide; esters such as methyl acetate or ethyl acetate; sulfoxides, such as dimethyl sulfoxide, alcohols, such as methanol, ethanol, n- or i-propanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, diethylene glycol mono methyl ether, diethylene glycol monoethyl ether, their mixtures with water or pure water. The reaction temperatures in carrying out the processes (a) and (b) according to the invention can vary within wide limits. In general, work is carried out at temperatures between 0 ° C and 150 ° C, preferably between 10 ° C and 120 ° C. The processes (a) and (b) according to the invention are generally carried out at normal pressure. However, it is also possible to carry out the processes according to the invention under higher pressure or at lower pressure -in general comprised between 0.1 bar and 10 bar-. For carrying out the processes (a) and (b) according to the invention, starting materials are generally used in approximately equimolar amounts. However, it is also possible to use one of the components in a larger excess respectively. The reaction is generally carried out in a suitable diluent, if appropriate in the presence of an auxiliary agent of the reaction, and the reaction mixture is generally stirred for several hours at the required temperature. The preparation is carried out according to usual methods (see the preparation examples). The active compounds according to the invention can be used as defoliants, desiccants, herbicidal agents and especially as weed killers. By weeds, in the broadest sense, we must understand the plants that grow in places where they are unwanted. The fact that the substances according to the invention act as total or selective herbicides depends essentially on the amount used. The active compounds according to the invention can be used, for example, in the following plants: Dicotyledonous weeds of the following types: Sinapis Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindernia, Lamium , Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum. Cultures of dicotyledonous species: Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica, Lactuca, Cucumis, Cucurbita. Bad monocotyledonous herbs of the following kinds: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Oats, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum , Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus, Apera. Cultures of monocotyledonous classes: Oryza, Zea, Triticum, Hordeum, Avena, Sécale, Sorghum, Panicum, Saccharum, Ananas, Asparagus, Allium. The use of the active compounds according to the invention, however, is not limited in any way to these classes, but they also extend equally over other plants. The active compounds according to the invention are suitable, depending on the concentration, for totally combating the weeds, for example, in industrial and road installations and on roads and squares, with and without the growth of trees. In the same way, compounds can be used to control weeds in permanent crops, for example, in forest facilities, ornamental trees, fruit trees, vineyards, citrus trees, walnut trees, bananas, coffee, tea, rubber oil palms, cocoa, berries and hops, on ornamental and sports paths and on meadows and to selectively control weeds in mono-annual crops. The compounds according to the invention of the formula (I) are especially suitable for selectively controlling monocotyledonous and dicotyledonous weeds in monocotyledonous and dicotyledonous crops, both in the pre-emergence procedure and in the post-emergence process.

The products according to the invention have a powerful microbicidal effect and can be used in practice to combat undesired micro-organisms, such as fungi and bacteria, in the protection of plants and in the protection of materials. Fungicidal agents are used in the protection of plants for the control of plasmodioforomycetes, oomycetes, chytridiomycetes, zygomycetes, ascomycetes, basidiomycetes, deuteromycetes. Bactericidal agents are used in the protection of plants to combat pseudomonadaceos, rhizobiaceous, enterobacteriaceous, corynebacteriaceous and streptomycete. Some pathogens of fungal and bacterial diseases, which fall within the general definitions listed above, may be cited by way of example, but without any limiting character: types of xanthomonas, such as, for example, Xanthomonas campestris pv. oryzae; pseudomonas types, such as, for example, Pseudomonas syringae pv. lachrymans; types of erwinia, such as for example Erwinia amylovora; types of pitium, such as for example Pythium ultimun; phytophthora types, such as for example Phytophthora infestans; types of pseudoperonospora, such as for example Pseudoperonospora humuli or Pseudoperonospora cubensis; types of plasmopara, such as for example Plasmopara viticola; types of bremia, such as for example Bremia lactucae; types of peronospora, such as, for example, Peronospora pisi or P. brassicae; types of erisife, such as for example Erysiphe graminis; types of sfaeroteca, such as for example Sphaerotheca fuliginea; types of podosfaera, such as for example Podosphaera leucotricha; types of venturia, such as, for example, Venturia inaequalis; types of pyrenophore, such as, for example, Pyrenophora teres or P. grass; (form of conidia, Drechslera, synonym: Helminthosporium); types of cocliobolus, such as, for example, Cochliobolus sativus (conidia form, Drechslera, synonym: Henminthosporium); types of uromices, such as, for example, Uromyces appendiculatus; types of pucinia, such as for example Puccinia recondita; sclerotinia types, such as for example Sclerotinia sclerotiorum; types of tilletia, such as for example Tilletia caries; types of ustylago, such as, for example, Ustilago nuda or Ustilago avenae; types of pelicularia, such as, for example, Pellicularia sasakii; blasting types, such as, for example, Pyricularia oryzae; types of phyisario, such as for example Fusarium cuhnorum; Botrytis types, such as, for example, Botrytis cinerea; Septoria types, such as, for example, Septoria nodorum; types of leptosphaeria, such as for example Leptosphaeria nodorum; types of cercospora, such as for example Cercospora canescens; alternating types, such as, for example, Alternaria brassicae; types of pseudocercosporela, such as, for example, Pseudocercosporella herpotrichoides. The active compounds according to the invention of the general formula (I) show in particular a good effect against powdery mildew (Erisyphe graminis). The good compatibility with plants and active products at the concentrations necessary for the fight against plant diseases allows a treatment of the aerial parts of the plants, of seedlings and seeds and of the soil. The active products are also suitable for the control of animal pests, especially arthropods and nematodes, especially against insects and arachnids, which occur in agriculture, in forestry, for the protection of stored products and materials as well as in the sector of the hygiene They are active against normally sensitive and resistant species as well as against all or some of the stages of development. The plagues cited above belong: on the order of the isopods, for example, Oniscus asellus, Armadillidium vulgare, Porcellio scaber. From the order of the diplópodos, for example, Blaniulus guttulatus. From the order of the chilopoda, for example, Geophilus carpophagus, Scutigera spp.

From the order of the sinfilos, for example, Scutigerella immaculata. From the order of the tisane, for example, Lepisma saccharina. From the order of springtails, for example, Onychiurus armatus. From the order of the orthoptera, for example, Blatta orientalis, Periplaneta americana, Leucophaea maderae, Germanic Blattella Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus diferentialis, Schistocerca gregaria. From the order of dermápteros, for example, Formatic auricularia. From the order of the Isoptera, for example, Reticulitermes spp.

From the order of the anopluros, for example, Pediculus humanus corporis, Haematopinus spp., Linognathus spp. From the order of the malophagus, for example, trichodectes spp., Damalinea spp. From the order of the Thysanoptera, for example, Hercinothrips femoralis, Thrips tabaci. From the order of the heteroptera, for example, Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus, Triatoma spp. From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Macrosiphum avenae, Myzus spp., Pemphigus spp., Phorodon humuli, Phylloxera vastatrix, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens; Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp. From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella maculipennis, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Spodoptera exigua, Mamestra brassicae, Panolis flammea, Prodenia litara, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp. Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana. Capua retícula, Choristoneura fumiferana, Clysia ambiguella, Homona magnanimous, Tortrix viridana. From the order of coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Acanthoscelides obtectus, Bruchidius obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lycms spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agrietes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica. From the order of Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp. From the order of Diptera, for example, Aedes spp. Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Cnrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae, Typula paludosa. From the order of siphonoptera, for example, Xenopsylla cheopis, Ceratophyllus spp. From the class of arachnids, for example Scorpio maurus, Lactrodectus mactans. From the order of mites, for example, Acarus siró, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp.,. Plant parasitic nematodes include, for example, Pratylenchus spp., Radopholus ssp, Ditylenchus ssp, Tylenchulus ssp, Heterodera spp., Globodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus. spp., Tylenchus spp., Helicotylenchus spp., Rotylenchus spp., Tylenchulus spp. The compounds according to the invention of the formula (I) are suitable in a very good way for the control against insects harmful to plants, such as for example cabbage cockroach (Plutella spp) and leaf lice (Mycus spp.) Active products can be transformed into the usual formulations, such as solutions, emulsions, sprayable powders, suspensions, powders, dusts, pastes , soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with the active product, as well as micro-encapsulated in polymer materials. These formulations are prepared in known manner, for example, by mixing the active ingredients with extender materials, that is, with liquid solvents and / or solid excipients, where appropriate, using surfactants, that is, emulsifiers and / or dispersants and / o foam generating means. In the case of using water as a material for loading, it can be used, example, also organic solvents as auxiliary solvents. The following are particularly suitable liquid solvents: aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane, or paraffins, for example, fractions of crude oil, mineral and vegetable oils, alcohols such as butanol, or glycol, as well as their esters and ethers, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone, solvents strongly polar such as dimethylformamide and dimethyl sulfoxide, as well as water. Suitable solid excipients are, for example, ammonium salts and ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earths and molten synthetic minerals, such as silicic acid, highly dispersed , aluminum oxide and silicates, as solid excipients for granulates come into consideration: for example, broken and fractionated natural minerals such as calcite, marble, pumice, sepiolite, dolomite, as well as synthetic granules of inorganic and organic flours, as well as granulates of organic materials, such as sawdust, coconut husk shells, corn ears and tobacco stems; suitable emulsifiers and / or foam generators are, for example, non-ionic and anionic emulsifiers, such as polyoxyethylenated esters of fatty acids, polyoxyethylenated ethers of fatty alcohols, such as, for example, alkylaryl polyglycol ether, alkylsulfonates, alkyl sulfates, arylsulfonates, as well as the albumin hydrolysates; as dispersants they come into consideration: for example, sulfitic leaching of lignin and methylcellulose.

In the formulations, adhesives such as carboxymethyl cellulose, powdered synthetic or granular or latex synthetic polymers, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, as well as nataral phospholipids, such as cephalins and lecithins, can be used; synthetic phospholipids. Other additives can be mineral and vegetable oils. Dyes, such as inorganic pigments, for example, iron oxide, titanium oxide, ferrocyanic blue and organic dyes, such as alizarin dyes, metallic azo and phthalocyanine dyes and trace nutrients, such as iron salts, can be employed. manganese, boron, copper, cobalt, molybdenum and zinc. The formulations generally contain between 0.1 to 95% by weight of active compound, preferably between 0.5 and 90%. The active compounds according to the invention can be used as such or in their formulations, even in admixture with known herbicides for the control of weeds, with possible finished formulations or tank mixtures. Suitable mixtures are known herbicides, for example: Acetochlor, Acifluorfen (-sodium), Aclonifen, Alachlor, Alloxydim (-sodium), Ametryne, Amidochlor, Amidosulfuron, Anilofos, Asulam, Atrazine, Azafenidin, Azimsulfuron, Benazolin (-ethyl) ), Benfuresate, Bensulft? Ron (-methyl), Bentazon, Benzofenap, Benzoyl-prop- (ethyl), Bialaphos, Bifenox, Bispyribac (-sodium), Bromobutide, Bromofenoxim, Bromoxynil, Butachlor, Butroxydim, Butylate, Cafenstrole, Caloxydim, Carbetamide, Carfentrazone (-ethyl), Chlomethoxyfen, Chloramben, Chloridazon, Chlorimuron (-ethyl), Chlornitrofen, Chlorsulfuron, Chlortoluron, Cinmethylin, Cinosulfuron, Clethodim, Clodinafop (-propargyl), Clomazone, Clomeprop, Clopyralid, Clopyrasul-furon (-methyl) ), Cloransulam (-methyl), Cumyluron, Cyanazine, Cycloate, Cyclosulfa- muron, Cycloxydim, Cyhalofop (-butyl), 2,4-D, 2,4-DB, 2,4-DP, Desmedipham, Diallate, Dicamba, Diclofop (-methyl), Diclosulam, Diethatyl (-ethyl), Difenzoquat, Diflufenican, Diflufenzopyr, Dimefuron, Dimepiperate, Dimethachlor, Dimethame-tryn, Dimethenamid, Dimexyflam, Dinitramine, Diphenamid, Diquat, Dithiopyr, Diuron, Dymron, Epoprodan, EPTC, Esprocarb, Ethalfluralin, Ethametsulfuron (-methyl), Ethofumesate, Ethoxyfen, Ethoxysulfuron, Etobenzanid, Fenoxaprop (-P-ethyl), Flamprop (-isopropyl), Flamprop (-isopropyl-L), Flamprop (-methyl), Flazasul-furon, Fluazifop (-P- butyl), Flumetsulam, Flumiclorac (-pentyl), Flumioxazin, Flumi-propyn, Flumetsulam, Fluometuron, Fluorochloridone, Fluoroglycofen (-ethyl), Flu-poxam, Flupropacil, Flupyrsulfuron (-methyl, -sodium), Flurenol (-butyl), Fluridone, Fluroxypyr (-meptyl), Flurprimidol, Flurtamone, Fluthiacet (-methyl), Fluthiamide, Fomesafen, Glufosinate (-ammonium), Glyphosate (-tsopropylammonium), Halosafen, Haloxy-fop (-ethoxyethyl), Haloxyfop (-P-methyl) ), Hexazinone, Imazamethabenz (-methyl), Imaza-methapyr, Imazamox, Imazapyr, Imazaquin, Imazethapyr, Imazosulfuron, Ioxynil, Isopropalin, Isoproturon, Isouron, Isoxaben, Isoxaflutole, Isoxapyrifop, Lactofen, Lenacil, Linuron, MCPA, MCPP, Mefenacet, Metamitron, Metazachlor, Metha-benzthiazuron, Metobenzuron, Metobromuron, (alpha-) Metolachlor, Metosulam, Metoxuron, Metribuzin, Metsulfuron (-methyl), Molinate, Monolinuron, Naproanilide, Napropamide, Neburon, Nicosulfuron, Norflurazon, Orbencarb, Oryzalin, Oxa-diargyl, Oxadiazon, Oxasulfuron, Oxaziclomefone, Oxyfluorfen, Paraquat, Pelargonic acid, Pendimethalin, Pentoxazone, Phenmedipham, Piperophos, Pretilachlor , Primisulfi? Ron (-methyl), Prometryn, Propachlor, Propanil, Propaquizafop, Propi-sochlor, Propyzamide, Prosulfocarb, Prosulfuron, Pyraflufen (-ethyl), Pyrazolate, Pyrazosulfuron (-ethyl), Pyrazoxyfen, Pyribenzoxim, Pyributicarb, Pyridate, Pyri -minobac (-methyl), Pyrithiobac (-sodium), Quinchlorac, Quinmerac, Quinoclamine, Quizalofop (-P-ethyl), Quizalofop (-P-tefuril), Rimsulfuron, Sethoxydim, Simazine, Simetryn, Sulcotrione, Sulfentrazone, Sulfometuron (-methyl), Sulfosate, Sulfosul-furon, Tebutam, Tebuthiuron, Terbuthylazine, Terbutryn, Thenylchlor, Thiaflua-mide, Thiazopyr, Thidiazimin, Thifensulfuron (-methyl), Thiobencarb, Thiocarbazil, Tralkoxydim, Triallate, Triasulfuron, Tribenuron (-methyl), Triclopyr, Tridiphane, Trifluralin and Triflusulfiiron. A mixture with other known active substances is also possible, such as fungicides, insecticides, acaricides, nematicides, protective substances against ingestion by birds, nutrient substances of the plants and means for improving the structure of the ground. The active compounds can be used as such, in the form of their formulations or of the forms of application prepared therefrom by further dilutions, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. The use is carried out in the usual way, for example, by watering, spraying, spraying, spreading. The active products according to the invention can be applied both before and after the outbreak of the plants. They can also be incorporated into the soil before sowing. The amount of active product used can vary within a wide range. This depends fundamentally on the type of the desired effect. In general, the amounts used are between 1 g and 10 kg of active product per hectare of land surface, preferably between 5 g and 5 kg per hectare. The preparation and use of the active substances according to the invention are deduced from the following examples: Preparation examples: Example 1: (Procedure (b)). 4.5 g (15 mmol) of [(3-trifluoromethyl-phenoxymethyl) -propyl chloroformate] are added under stirring to a mixture constituted by 3.1 g (30 mmol) of N-amino-morpholine and 80 ml of toluene . The reaction mixture is stirred for 5 hours at room temperature (about 20 ° C), then washed with water, dried with sodium sulfate and filtered. The solvent is carefully removed from the filtrate by vacuum distillation of the water tube. 4.8 g (88% of theory) of N- (4-morpholino) -0 - [(3-trifluoromethyl-phenoxymethyl) -propyl] -urethane are obtained as a solid residue with a melting point of 98 ° C. In a manner analogous to that of Example 1 and according to the general description of the processes according to the invention, it is also possible, for example, to prepare the compounds of the formula (I) indicated in Table 1 below.

Table 1: Examples of compounds of the formula (I). • '* ••••• ......... lllÜf IU III aaaSsa? At? Aa uummttm The determination of the logP values indicated in Table 1 was carried out according to EEC Directive 79/831 annex V.A8 by HPLC (high performance liquid chromatography) on a column with phase inversion (C18). Temperature: 43 ° C. (a) Eluents for determination in the vacuum interval: 0.1% aqueous phosphoric acid, acetonitrile; linear gradient from 10% acetonitrile to 90% acetonitrile - the corresponding measurement results have been marked in table 1 with ". (b) Eluents for the determination in the neutral range: 0.01 molar aqueous solution of phosphate buffer , acetonitrile, linear gradient from 10% acetonitrile to 90% acetonitrile - the corresponding measurement results have been marked in table 1 with b > The calibration was carried out with unbranched alkane-2-ones (with 3 to 16 carbon atoms), whose logP values are known (determination of the logP values by means of the retention times by linear interpolation between two successive alkanones) . The maximum lambda values were determined by means of the UV spectra from 200 nm to 400 nm at the maximums of the chromatographic signals. Starting products of the formula (II). Example (IM).

First stage.

A mixture consisting of 65 g (0.50 mol) of methyl propionylacetate, 34 g (0.50 mol) of sodium methylate and 300 ml of 1,4-dioxane is stirred for 30 minutes at 80 ° C to 90 °. C and then, at room temperature (about 20 ° C), under stirring, with 97 g (0.50 moles) of 3-trifluoromethyl-benzyl chloride is combined. The reaction mixture is stirred for 18 hours at 90 ° C to 95 ° C and then concentrated by evaporation under vacuum of the water tube. The residue is stirred with 400 ml of 20% sodium hydroxide solution for 4 hours at 90 ° C, then diluted with water to approximately twice the volume and shaken with methylene chloride. The organic phase is separated, washed with water, dried with sodium sulfate and filtered. The filtrate is worked up by distillation under reduced pressure. 79.4 g (69% of theory) are obtained from ethyl 3- (3-trifluoromethyl) -propanoate with a boiling point of 75 ° C (at 0.7 mbar). Second stage. 23 g (0.10 mole) of ethyl 3- (3-trifluoromethyl-phenyl) -propanoate are added at room temperature (at about 20 ° C), under stirring, a mixture of 6 g of sodium boranate ( 60% in paraffin, 0.20 mole of NaBH4), 100 ml of tetrahydrofuran and 10 ml of water and the reaction mixture is stirred for 18 hours at room temperature. It is then diluted with water to a volume approximately three times greater, shaken with methylene chloride, the organic phase is separated, washed with water, dried with sodium sulfate and filtered. The filtrate is worked up by distillation under reduced pressure. 18.2 g (78% of theory) of l- (3-trifluoromethyl-phenyl) -pentane-3-ol are obtained with a boiling point of 78 ° C to 80 ° C (at 0.6 mbar).

Example (II-2).

A mixture of 10 g (43 mmol) of 3,5-bis-trifluoromethylphenol, 5 g (70 mmol) of ethyloxyhydrate and 0.2 g of lithium hydroxide is heated under reflux for 5 hours. The volatile volatile parts of the water tube are then carefully removed by distillation. 12 g (92% of theory) of l- (3,5-bis-trifluoromethyl-phenyl) -butane-2-ol are obtained in solid residue with a melting point of 53 ° C. Analogously to examples (II-1) and (II-2), it is also possible, for example, to prepare the compounds of formula (II) indicated in Table 2 below.

Jjtt Table 2: Examples of compounds of the formula (II). ÜSaMM-B --- ' Starting materials of the formula (IV): Example ffV-1) 15 jf. To a mixture of 800 ml of toluene, 3 ml of N, N-dimethylformamide and 54 g (0.55 mole) of phosgene are added dropwise at room temperature (about 20 ° C) under stirring, a solution of 120 g (0.52 mol) of 1- (3-trifluoromethyl-phenyl) -pentane-3-ol in 600 ml of toluene. The reaction mixture is then stirred for 8 hours at 60 ° C. The solvent is then removed carefully by distillation under vacuum from the water tube. 144 g (94% of theory) of 0- [1-ethyl-3- (3-trifluoromethyl-phenyl) -propyl] chloroformate are obtained in the form of amorphous residue, which can be used without further purification as starting material in the process (b) according to the invention. 5 Application examples: Example A. Pre-emergence test. Solvent: 5 parts by weight of acetone. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a convenient preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent, the amount of emulsifier indicated is added and the concentrate is diluted with water to the desired concentration. Seeds are sown from the test plants in normal soil. After about 15 24 hours, the soil is sprayed with the preparation of the active product in such a way that the desired amount of active product per unit area is applied respectively. The concentration of the spray mixture will be chosen in such a way that it is applied in 1,000 liters of water per hectare, respectively, the amount of active product desired 0 After three weeks the degree of damage of the plants is evaluated in% of damages compared to the development of the untreated control. They mean: 0% = no effect (same as untreated controls). 100% = total destruction. In this test they show, for example, the compounds according to the examples of obtaining 1 and 40 with a partially good compatibility with crop plants, such as, for example, corn and wheat, a potent effect against weeds. Example B. 5 Post-emergence test. Solvent: 5 parts by weight of acetone. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a convenient preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent, the indicated amount of emulsifier is added and the concentrate is diluted with water to the desired concentration. Test plants, having a height of 5 to 15 cm, are sprayed with the preparation of the active product in such a way that the desired quantities of active compound per unit area are respectively applied. The concentration of The sprayable broth is selected in such a way that it is applied in 1,000 liters of water / ha to the desired amount in each case of active product. After three weeks, the degree of damage of the plants is evaluated in% of damages compared to the development of the untreated controls. They mean: 20 0% = no effect (same as the untreated controls). 100% = total destruction. In this test, for example, the compounds according to Preparation Examples 1, 2, 33, 34 and 40 show a partially good compatibility with crop plants, such as, for example, wheat, a potent effect against bad 25 herbs. ^ g ^ EXAMPLE C Assay with Erysiphe (barley) / resistance induction. Solvent: 48.8 Parts by weight of N-methyl-pyrrolidone. Emulsifier: 1.2 Parts by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration.

To verify the resistance-inducing activity, young cereal plants are sprayed in the indicated application amount. After 4 days, from the treatment, the plants are inoculated with spores of Erysiphe graminis f.sp. hordei The plants are then placed in a greenhouse with a relative humidity of 70% and at a temperature of 18 ° C. The evaluation is carried out 7 days after the inoculation. In this case 0% means a degree of activity that corresponds to that of the controls, while a degree of activity of 100% means that no attack is observed. In this test, for example, the compounds according to Preparation Examples 8, 10, 11, 12, 13, 14, 15, 16 and 56 show an application quantity of 750. g / ha an activity level of 80 to 95%. Example D Test with Myzus. Solvent: 6 parts by weight of dimethylformamide. 67 Parts by weight of methanol Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of the active compound is mixed with the indicated amount of solvent and with an indicated amount of emulsifier and dilute the concentrate with water to the desired concentration. Saplings of garden beans (Vicia faba minor), which are attacked by the green louse of the peach leaf (Myzus persicae), are immersed in the preparation of the active product of the desired concentration and are placed in a plastic container. After the desired time the destruction is determined in percentage. In this case 100% means that all the lice on the leaves have been destroyed; 0% means that no leaf louse has been destroyed. In this test, for example, the compounds of the preparation examples 21, 26, 29 and 40 show, at a concentration of the active compound of 0.1%, a degree of destruction of 90% up to 100%. Example E Test with Plutella / artificial feed Solvent: 100 parts by weight of acetone. Emulsifier: 1900 Parts by weight of methanol. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent and the concentrate is diluted with water and with the indicated amount of emulsifier to the desired concentration. A given amount of active product preparation at the desired concentration is pipetted onto a standardized amount of artificial feed. Once the methanol has evaporated, a can lid, in the form of a film, covered with approximately 100 Plutella eggs is arranged in each of the cavities. The newly hatched larvae migrate towards the treated artificial feed.

After the desired time the destruction is determined in%. In this case 100% means that all the animals were destroyed; 0% means that no animals were destroyed. In this test, for example, the compounds of the preparation examples 22, 23 and 69 show, at a concentration of the active compound of 0.1%, a degree of activity of 95%. It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.

Claims (5)

REGVTNDICACIQNES Having described the invention as above, property is claimed to be contained in the following claims.

1.- Substituted alkoxycarbonyl compounds of the general formula (I), Characterized by the fact that n denotes the numbers 0 or 1, Ar means a carbocyclic or heterocyclic group, whether unsaturated, monocyclic or bicyclic, substituted, if appropriate, Q means O (oxygen), S (sulfur), SO , SO2, NH, N (alkyl) or CHZrimethylene), R 'means alkyl or cycloalkyl, R 2 signifies hydrogen or alkyl, Y signifies NH or N (alkyl), and Z signifies heterocyclyl, linked through N, saturated or partially unsaturated, monocyclic or bicyclic, respectively substituted if appropriate, or when n means 1 or Ar means a bicyclic grouping, it also means cycloalkylamino or arylamino substituted respectively, if appropriate.

2. - Substituted alkoxycarbonyl compounds according to claim 1, characterized in that n means the numbers 0 or 1, Ar means a saturated or, where appropriate, partially unsaturated group, carbodicyclic or heterocyclic, monocyclic or bicyclic, respectively substituted, if appropriate, by the series consisting of cyclopentyl, cyclohexyl, phenyl, naphthyl, tetralinyl, decalinyl, furyl, benzofuryl, thienyl, benzothienyl, oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, pyrazolyl, pyridinyl, quinolinyl, isoquinolinyl, pyrimidinyl, or the following grouping - if necessary also substituted - where A represents alkanediyl having 1 to 3 carbon atoms, optionally substituted by halogen, and the respective possible substituents being chosen preferably from the following enumeration: cyano, nitro, halogen, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylcarbonyl, alkoxycarbonyl with respectively up to 6 carbon atoms, respectively substituted, if appropriate, by halogen; Q represents O (oxygen), S (sulfur), SO, SO2, NH, N (alkyl having 1 to 4 carbon atoms) or CH2 (methylene); R1 means alkyl having 1 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms; R2 means hydrogen or alkyl with 1 to 4 carbon atoms; Y means NH or N (alkyl having 1 to 4 carbon atoms); and Z means aziridinyl, azetidinyl, azetidinyl, pyrrolidinyl, piperidipyl, morpholinyl, thiomorpholinyl, S-oxo-thiomorpholinyl, S, S-dioxo-thiomorpholinyl, perhydroazepinyl, piperazinyl, indolinyl, isoindolinyl, perhydroindolinyl, perhydroisoindolinyl, tetrahydroquinolinyl, perhydroquinolinyl, tetrahydroisoquinolinyl or perhydroisoquinolinyl respectively substituted and linked through N, or -in the case where n means 1 or Ar means a bicyclic group- also means cycloalkylamino with 3 to 6 carbon atoms or arylamino with 6 or 10 carbon atoms substituted respectively, where appropriate the respective substituents are preferably chosen from the following enumeration: cyano, nitro, halogen, alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylcarbonyl, alkoxycarbonyl with respectively up to 6 carbon atoms, each optionally substituted by halogen.

3. Substituted alkoxycarbonyl compounds according to claim 1, characterized in that n denotes the numbers 0 or 1, Ar means an unsaturated or optionally partially unsaturated, carbocyclic or heterocyclic, monocyclic or bicyclic group, respectively substituted, if appropriate. the series consisting of cyclohexyl, phenyl, naphthyl, tetralinyl, decalinyl, furyl, benzofuryl, thienyl, benzothienyl, oxazolyl, benzoxazolyl, thiazolyl, benzothiazolyl, pyrazolyl, pyridinyl, quinolipyl, isoquinolinyl, pyrimidinyl, or the following groupings - also substituted where appropriate - where A means methylene or dimethylene (ethane-1,2-diyl) respectively substituted, if appropriate, by fluorine and / or by chlorine, and the respective possible substituents being chosen preferably from the following enumeration: cyano, nitro, fluoro, chloro, bromo, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy n- or i-piopoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n - or i-propylsulfinyl, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, acetyl, propionyl, n- or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl respectively substituted, if appropriate, by fluorine and / or by chlorine; Q means O (oxygen), S (sulfur), SO, SO2, NH, N (methyl) or CH2 (methylene); R 'means methyl, ethyl, n- or i-propyl, or cyclopropyl; R2 means hydrogen or methyl; Y means NH, N (methyl), N (ethyl) or N (i-propyl); and Z means pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl, S-oxo-thiomorpholinyl, S, S-dioxo-thiomorpholinyl, perhydroazepinyl, piperazinyl, indolinyl, isoindolinyl, perhydroindolinyl, perhydroisoindolinyl, tetrahydroquinolinyl, perhydroquinolinyl, tetrahydroisoquinolinyl or perhydroisoquinolinyl substituted respectively given and linked through N, or -in the case where n means 1 or Ar means a bicyclic grouping- also means cyclohexylamino or phenylamino, respectively substituted in given case, the respective respective substituents being preferably chosen from the following enumeration; cyano, nitro, fluoro, chloro, bromo, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i- , s- or t-butoxy, methylthio, ethylthio, n- or i- propylthio, n-, i-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n- or i-propylsulfinyl, methylsulfonyl, ethylsulfonyl, n- i-propylsulfonyl, acetyl, propionyl, n- or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl respectively substituted, if appropriate, by fluorine and / or by chlorine.

4. Substituted alkoxycarbonyl compounds according to claim 3, characterized in that Ar means the following grouping where R3 signifies fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, difluoromethoxy or irifluoromethoxy and R "signifies hydrogen, fluorine, chlorine, methyl or trifluoromethyl, and R1 signifies methyl, ethyl, n- or i-propyl. - Substituted alkoxycarbonyl compounds according to claim 4, characterized in that Q means oxygen 6 - Substituted alkoxycarbonyl compounds according to claim 4, characterized in that Q means sulfur, SO or SO2. 7. Substituted alkoxycarbonyl compounds according to claim 4, characterized in that Q means NH or N (methyl). 8. Substituted alkoxycarbonyl compounds according to claim 4, characterized in that • Q means CH2 (methylene). 9. Substituted alkoxycarbonyl compounds according to claim 3, characterized in that Ar means one of the following groupings Q means oxygen, R1 means methyl, ethyl, n- or i-propyl. 10. Process for obtaining the substituted alkoxycarbonyl compounds according to one of claims 1 to 9, characterized in that (a) substituted alcandés of the general formula (II) are reacted wherein Ar, Q, R 'and R2 have the meaning indicated in one of claims 1 to 9 with isocyanates of the general formula (III) 0 = C = NZ (III) in which Z has the meaning indicated in one of claims 1 to 9, if appropriate in the presence of an auxiliary agent of the reaction and, if given, in the presence of a diluent, or because (b) esters of the chloroformic acid of the general formula (IV) are reacted wherein Ar, Q, R1 and R2 have the meaning indicated in one of claims 1 to 9, with nucleophilic compounds of the general formula (V) H- (Y) "- Z (V) wherein n, Y and Z have the meaning indicated in one of claims 1 to 9, if appropriate in the presence of an auxiliary agent of the reaction and, if appropriate, in the presence of a diluent. 11. Use of at least one substituted alkoxycarbonyl compound according to one of claims 1 to 9 as a herbicide, fungicide and / or insecticide. 12. Agent for the protection of plants, characterized by the content of at least one substituted alkoxycarbonyl compound according to one of claims 1 to 9 and customary extenders.