Ketoheteroarylpiperdine and -Piperazine Derivatives as Fungicides

A compound of formula (I)

• in which the symbols have the following meanings:
• A represents phenyl which may contain up to three substituents,
• where the substituents independently of one another are selected from R2,
• or
• A′ represents optionally benzo-fused unsubstituted or substituted 5- or 6-membered heteroaryl, where the substituents at carbon are independently of one another selected from R3 and the substituents at nitrogen are independently of one another selected from R4,
• L1 represents NR5 or C(R6)2,
• X represents CH or nitrogen,
• Y represents sulphur or oxygen,
• G represents:
• where the bond identified by “v” is attached directly to X and where the bond identified by “w” is attached directly to T,
• T represents *—C(═O)CH2, *—C(═O)CH2C(R8)2—#, *—C(═O)CH═CH—#, *—C(═O)C≡C—#, *—C(═O)CH2C(═O)—#, *—C≡CC(═O)—#, *—CH═CHC(═O)—#, *—CH2CH2C(═O)—#, *—C(═S)CH2C(R8)2—#, *—C(═S)CH═CH—#, *—C(═S)C≡C—#, *—C≡CC(═S)—#, *—CH═CHC(═S)—#, *—CH2CH2C(═S)—#, *—C(═NR9)CH2—#, *—C(═NR9)CH2C(R8)2—#, *—CH2CH2C(═NR9)—#, *—C(═NR9)CH═CH—#, *—CH═CHC(═NR9)—#, *—CH═CHC(NOH)—#, or *—CH═CHC(NO—C1-C4-alkyl)CH2—#,
• where the bond identified by * is attached directly to G and where the bond identified by # is attached directly to R1,
• R1 is selected from the group consisting of R1a, R1b, R1c, R1d, R1e, R1f, R1g and R1h, where
• R1a represents C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C2-C8-alkoxyalkyl or C5-C9-cycloalkoxyalkyl,
• R1b represents unsubstituted or substituted C3-C10-cycloalkyl,
• where the substituents independently of one another are selected from -Q or R10,
• R1c represents unsubstituted or substituted C5-C10-cycloalkenyl,
• where the substituents independently of one another are selected from R11,
• R1d represents unsubstituted or substituted phenyl,
• where the substituents independently of one another are selected from -L2Q or R12,
• R1e represents unsubstituted or substituted naphthalen-1-yl, naphthalen-2-yl, 1,2,3,4-tetrahydronaphthalen-1-yl, 1,2,3,4-tetrahydronaphthalen-2-yl, 5,6,7,8-tetrahydronaphthalen-1-yl, 5,6,7,8-tetrahydronaphthalen-2-yl, decalin-1-yl, decalin-2-yl, 1H-inden-1-yl, 1H-inden-2-yl, 1H-inden-3-yl, 1H-inden-4-yl, 1H-inden-5-yl, 1H-inden-6-yl, 1H-inden-7-yl, indan-1-yl, indan-2-yl, indan-3-yl, indan-4-yl or indan-5-yl,
• where the substituents independently of one another are selected from R13,
• R1f represents an unsubstituted or substituted 5- or 6-membered heteroaryl radical, where the substituents at carbon independently of one another are selected from -L2Q or R14, and the substituents at nitrogen independently of one another are selected from -L3Q or R15,
• R1g represents benzo-fused unsubstituted or substituted 5- or 6-membered heteroaryl, where the substituents at carbon independently of one another are selected from R16 and the substituents at nitrogen independently of one another are selected from R17,
• R1h represents unsubstituted or substituted C5-C15-heterocyclyl, where the substituents at carbon independently of one another are selected from R18 and the substituents at nitrogen independently of one another are selected from R19,
• L2 represents a direct bond, —O—, —C(R20)2— or —NR21—,
• L3 represents a direct bond or —C(R20)2—,
• Q is selected from the group consisting of Q′, Q″ and Q′″, where
• Q′ represents phenyl which may contain up to two substituents, where the substituents independently of one another are selected from R22,
• Q″ represents a 5- or 6-membered heteroaryl radical which may contain up to two substituents, where the substituents at carbon independently of one another are selected from R23 and the substituents at nitrogen independently of one another are selected from R24,
• Q′″ represents saturated or partially unsaturated C3-C10-cycloalkyl,
• R2, R12 and R22 independently of one another represent halogen, cyano, hydroxyl, SH, amino, nitro, phenyl, C(═O)H, C(═O)OH, CONR25R26, NR25R26, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C4-C10-alkylcycloalkyl, C4-C10-cycloalkylalkyl, C6-C14-cycloalkylcycloalkyl, C4-C10-halocycloalkylalkyl, C5-C10-alkylcycloalkylalkyl, C3-C8-cycloalkenyl, C3-C8-halocycloalkenyl, C2-C6-alkoxyalkyl, C4-C10-cycloalkoxyalkyl, C3-C8-alkoxyalkoxyalkyl, C2-C6-alkylthioalkyl, C2-C6-alkylsulphinylalkyl, C2-C6-alkylsulphonylalkyl, C2-C6-alkylaminoalkyl, C3-C8-dialkylaminoalkyl, C2-C6-haloalkylaminoalkyl, C4-C10-cycloalkylaminoalkyl, C2-C6-alkylcarbonyl, C2-C6-haloalkylcarbonyl, C4-C8-cycloalkylcarbonyl, C2-C6-alkoxycarbonyl, C4-C8-cycloalkoxycarbonyl, C5-C10-cycloalkylalkoxycarbonyl, C2-C6-alkylaminocarbonyl, C3-C8-dialkylaminocarbonyl, C4-C8-cycloalkylaminocarbonyl, C2-C6-haloalkoxyalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkoxy, C3-C8-halocycloalkoxy, C4-C10-cycloalkylalkoxy, C3-C6-alkenyloxy, C3-C6-haloalkenyloxy, C3-C6-alkynyloxy, C3-C6-haloalkynyloxy, C1-C6-alkoxyalkoxy, C2-C6-alkylcarbonyloxy, C2-C6-haloalkylcarbonyloxy, C4-C8-cycloalkylcarbonyloxy, C2-C6 alkylcarbonylalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C3-C6-cycloalkylthio, C1-C6-haloalkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-alkylsulphonyl, C3-C8-cycloalkylsulphonyl, tri(C1-C4-alkyl)silyl, C1-C6-alkylsulphonylamino or C1-C6-haloalkylsulphonylamino,
• R3, R14, R16, R18 and R23 independently of one another represent halogen, cyano, hydroxyl, SH, amino, nitro, NR25R26, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C10-alkylcycloalkyl, C4-C10-cycloalkylalkyl, C6-C14-cycloalkylcycloalkyl, C5-C10-alkylcycloalkylalkyl, C2-C4-alkoxyalkyl, C2-C4-alkylcarbonyl, C2-C6-alkoxycarbonyl, C2-C6-alkylaminocarbonyl, C3-C8-dialkylaminocarbonyl, C1-C4-hydroxyalkyl, C1-C4-alkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C1-C4-haloalkoxy, C2-C6-alkylcarbonyloxy, C2-C6-alkylcarbonylthio, C1-C4-alkylthio, C1-C4-haloalkylthio, C1-C4-haloalkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-haloalkyl sulphonyl, tri(C1-C4-alkyl)silyl or phenyl,
• R4, R15, R17, R19 and R24 independently of one another represent C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C3-C6-haloalkenyl, C3-C6-haloalkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C10-alkyl-cycloalkyl, C4-C10-cycloalkylalkyl, phenyl, benzyl, C1-C4-alkylsulphonyl, C(═O)H, C2-C4-alkylcarbonyloxy, C2-C5-alkoxycarbonyl or C2-C5-alkylcarbonyl,
• R5 represents hydrogen or C1-C4-alkyl,
• R6 independently of one another represents hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, cyclopropyl, or halogen,
• or the two radicals R6 together with the carbon atom to which they are attached form a cyclopropyl ring,
• R7 represents hydrogen, C1-C3-alkyl, C1-C3-haloalkyl, C1-C4-alkoxy, C2-C5-alkoxycarbonyl or halogen,
• R8 independently of one another represents hydrogen or C1-C4-alkyl,
• R9 represents OH, nitro, cyano, C1-C4-alkyl, C1-C4-alkylamino, C2-C4-dialkylamino, C1-C4-alkoxy, C1-C4-haloalkoxy or cyclopropyloxy
• R10 and R11 independently of one another represent cyano, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, tri(C1-C4-alkyl)silyl, phenyl, hydroxyl, oxo, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C1-C6-alkylthio or C1-C6-haloalkylthio,
• R13 independently of one another represents cyano, nitro, halogen, C1-C6-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, benzyl, phenyl, hydroxyl, SH, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy, C1-C6-alkylthio or C1-C6-haloalkylthio,
• R20 independently of one another represents hydrogen, halogen, C1-C4-alkyl or C1-C4-haloalkyl,
• R21 represents C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, C2-C6-alkylcarbonyl, C2-C6-haloalkylcarbonyl, C2-C6-alkoxycarbonyl or C2-C6-haloalkoxycarbonyl,
• R25 and R26 independently of one another represent hydrogen, C1-C4-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, benzyl or phenyl,
• and, agrochemically active salts thereof.