3-(4,5-Dihydroisoxazol-5-yl)benzoylcyclohexenones and the use thereof as herbicides

A 3-(4,5-dihydroisoxazol-5-yl)benzoylcyclohexenone of the formula I

• in which the variables have the following meanings:
• R1, R2 are hydrogen, nitro, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl or C1-C6-haloalkylsulfonyl;
• R3 is hydrogen, halogen or C1-C6-alkyl;
• R4 is hydrogen or C1-C4-alkyl;
• R5, R6 are hydrogen, halogen, cyano, nitro, C1-C4-alkyl, C1-C4-alkoxy-C1-C4-alkyl, di(C1-C4-alkoxy)-C1-C4-alkyl, di(C1-C4-alkyl)amino-C1-C4-alkyl, di(C1-C4-alkyl)aminoimino-C1-C4-alkyl, hydroxyimino-C1-C4-alkyl, C1-C6-alkoxyimino-C1-C4-alkyl, C1-C4-alkoxycarbonyl-C1-C4-alkyl, C1-C4-alkylthio-C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-cyanoalkyl, C3-C8-cycloalkyl, C1-C4-alkoxy, C1-C4-alkoxy-C2-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-haloalkylthio, di(C1-C4-alkyl)amino, COR8, phenyl or benzyl, it being possible for the two last-mentioned substituents to be partially or fully halogenated and/or to have attached to them one to three of the following groups:
• nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy;
• or
• R5 and R6 together form a C2-C6-alkanediyl chain which can be mono- to tetrasubstituted by C1-C4-alkyl and/or can be interrupted by oxygen or by unsubstituted or C1-C4-alkyl-substituted nitrogen;
• R7 is halogen, cyano, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, amino, C1-C6-alkylamino, di(C1-C6-alkyl)amino, di(C1-C4-alkoxy)methyl, hydroxyimino-C1-C4-alkyl, C1-C6-alkoxyimino-C1-C4-alkyl or COR8;
• R8 is hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, hydroxyl, C1-C4-alkoxy, C1-C4-alkoxy-C2-C4-alkoxy, C1-C4-haloalkoxy, C3-C6-alkenyloxy, C3-C6-alkynyloxy or NR9R10;
• R9 is hydrogen or C1-C4-alkyl;
• R10 is C1-C4-alkyl;
• R11 is a cyclohexenone of the formula II
• which is linked in the 2-position and where
• R12 is hydroxyl, mercapto, halogen, OR19, SR19, SOR20 or SO2R20;
• R13, R17 are hydrogen, C1-C4-alkyl, C1-C4-alkylthio or C1-C4-alkoxycarbonyl;
• R14, R16, R18 are hydrogen or C1-C4-alkyl;
• R15 is hydrogen, hydroxyl, halogen, C1-C6-alkyl, C1-C6-haloalkyl, di(C1-C6-alkoxy)methyl, (C1-C6-alkoxy) (C1-C6-alkylthio)methyl, di(C1-C6-alkylthio)methyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl,
• 1,3-dioxolan-2-yl, 1,3-dioxan-2-yl, 1,3-oxathiolan-2-yl, 1,3-oxathian-2-yl, 1,3-dithiolan-2-yl or 1,3-dithian-2-yl, it being possible for the six last-mentioned radicals to have attached to them one, two or three substituents selected from amongst C1-C4-alkyl;
• or
• R13 and R14 or R17 and R18 together are C1-C5-alkanediyl which can have attached to it one, two or three substituents selected from amongst halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxycarbonyl;
• R14 and R15 or R15 and R18 together are a chemical bond or C1-C5-alkanediyl which can have attached to it one, two or three substituents selected from amongst halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxycarbonyl;
• or
• R14 and R18 together are C1-C5-alkanediyl which can have attached to it one, two or three substituents selected from amongst halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxycarbonyl;
• or
• R15 and R16 together are —O—(CH2)p—O—, —O—(CH2)p—S—, —S—(CH2)p—S—, —O—(CH2)q— or —S—(CH2)q—, each of which can have attached to it one, two or three substituents selected from amongst halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl or C1-C4-alkoxycarbonyl;
• or
• R15 and R16 together are an oxygen atom;
• R19 is C1-C6-alkyl, C3-C6-alkenyl, C3-C6-haloalkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl, C1-C20-alkylcarbonyl, C2-C20-alkenylcarbonyl, C2-C6-alkynylcarbonyl, C1-C6-alkoxycarbonyl, C3-C6-alkenyloxycarbonyl, C3-C6-alkynyloxycarbonyl, C1-C6-alkylthiocarbonyl, C1-C6-alkylaminocarbonyl, C3-C6-alkenylaminocarbonyl, C3-C6-alkynylaminocarbonyl, N,N-di(C1-C6-alkyl)aminocarbonyl, N-(C3-C6-alkenyl)-N-(C1-C6-alkyl)aminocarbonyl, N-(C3-C6-alkynyl)-N-(C1-C6-alkyl)aminocarbonyl, N-(C1-C6-alkoxy)-N-(C1-C6-alkyl)aminocarbonyl, N,N-di(C1-C6-alkyl)aminothiocarbonyl, C1-C6-alkoxyimino-C1-C6-alkyl, it being possible for the abovementioned alkyl, alkoxy and cycloalkyl radicals to be partially or fully halogenated and/or to have attached to them one, two or three substituents selected from amongst cyano, C1-C4-alkoxy, C1-C4-alkylthio, di(C1-C4-alkyl)amino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, C1-C4-alkoxy-C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl, N,N-di(C1-C4-alkyl)aminocarbonyl or C3-C6-cycloalkyl;
• phenyl, phenyl-C1-C6-alkyl, phenylcarbonyl-C1-C6-alkyl, phenylcarbonyl, phenoxycarbonyl, phenoxythiocarbonyl, heterocyclyl, heterocyclyl-C1-C6-alkyl, heterocyclylcarbonyl-C1-C6-alkyl, heterocyclylcarbonyl, heterocyclyloxycarbonyl, heterocyclyloxythiocarbonyl, it being possible for the phenyl or heterocyclyl radical of the abovementioned radicals to be partially or fully halogenated and/or to have attached to it one, two or three substituents selected from amongst nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy;
• R20 is C1-C6-alkyl, C3-C6-alkenyl, C3-C6-haloalkenyl, C3-C6-alkynyl or C3-C6-cycloalkyl, it being possible for the abovementioned alkyl and cycloalkyl radicals to be partially or fully halogenated and/or to have attached to them one, two or three substituents selected from amongst cyano, C1-C4-alkoxy, C1-C4-alkylthio, di(C1-C4-alkyl)amino, C1-C4-alkylcarbonyl, C1-C4-alkoxycarbonyl, C1-C4-alkoxy-C1-C4-alkoxycarbonyl, C1-C4-alkylaminocarbonyl, N,N-di(C1-C4-alkyl)aminocarbonyl or C3-C6-cycloalkyl;
• phenyl, phenyl-C1-C6-alkyl, phenylcarbonyl-C1-C6-alkyl, heterocyclyl, heterocyclyl-C1-C6-alkyl or heterocyclylcarbonyl-C1-C6-alkyl, it being possible for the phenyl or heterocyclyl radical of the abovementioned radicals to be partially or fully halogenated and/or to have attached to it one, two or three substituents selected from amongst nitro, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy;
• p is 2, 3 or 4;
• q is 1, 2, 3, 4 or 5;
• or an agriculturally useful salt thereof.