Tricyclic benzoylpyrazole derivatives used as a herbicide

A tricyclic benzoylpyrazole compound of formula I

• where:
• X is a bond;
• Y together with the two carbons to which it is attached forms a 1,2-isoxazole ring which is saturated, partially saturated or unsaturated;
• R1, R2, R6, R7 are hydrogen, C1–C6-alkyl, C1–C6-haloalkyl, C1–C6-alkoxy or C1–C6-haloalkoxy;
• R3 is halogen, C1–C6-alkyl, C1–C6-haloalkyl, C1–C6-alkoxy or C1–C6-haloalkoxy;
• R4 is 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, C1–C6-haloalkylsulfonyl, aminosulfonyl, N-(C1–C6-alkyl)aminosulfonyl, N,N-di(C1–C6-alkyl)aminosulfonyl, N-(C1–C6-alkylsulfonyl)amino, N-(C1–C6-haloalkylsulfonyl)amino, N-(C1–C6-alkyl)-N-(C1–C6-alkylsulfonyl)amino or N-(C1–C6-alkyl)-N-(C1–C6-haloalkylsulfonyl)amino;
• R5 is hydrogen, C1–C6-alkyl or halogen;
• R8 is hydrogen, C1–C6-alkyl, C1–C6-haloalkyl, C1–C6-alkylcarbonyl, formyl, C1–C6-alkoxycarbonyl, C1–C6-haloalkoxycarbonyl, C1–C6-alkylsulfonyl or C1–C6-haloalkylsulfonyl;
• l is 0, 1 or 2;
• R9 is a radical IIa
• where
• R10 is hydroxyl, mercapto, halogen, OR13, SR13, SO2R14, NR15R16 or N-bonded heterocyclyl, where the heterocyclyl radical may be partially or fully halogenated and/or may carry one to three of the following radicals:
• nitro, cyano, C1–C4-alkyl, C1–C4-haloalkyl, C1–C4-alkoxy or C1–C4-haloalkoxy;
• R11 is hydrogen, C1–C6-alkyl, C1–C6-haloalkyl, C3–C6-cycloalkyl, hydroxyl, C1–C6-alkoxy or C1–C6-haloalkoxy;
• R12 is hydrogen, halogen, C1–C6-alkyl, C1–C6-haloalkyl, hydroxyl, C1–C6-alkoxy, C1–C6-haloalkoxy, C1–C6-alkylthio or C1–C6-haloalkylthio;
• R13 is C1–C6-alkyl, C3–C6-alkenyl, C3–C6-haloalkenyl, C3–C6-alkynyl, C3–C6-haloalkynyl, C3–C6-cycloalkyl, C1–C20-alkylcarbonyl, C2–C20-alkenylcarbonyl, C2–C6-alkynylcarbonyl, C3–C6-Cycloalkylcarbonyl, 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-(C3–C6-alkenyl)-N-(C1–C6-alkoxy)aminocarbonyl, N-(C3–C6-alkynyl)-N-(C1–C6-alkoxy)aminocarbonyl, di(C1–C6-alkyl)aminothiocarbonyl, C1–C6-alkylcarbonyl-C1–C6-alkyl, C1–C6-alkoxyimino-C1–C6-alkyl, N-(C1–C6-alkylamino)imino-C1–C6-alkyl or N,N-di(C1–C6-alkylamino)imino-C1–C6-alkyl, where the abovementioned alkyl, cycloalkyl and alkoxy radicals may be partially or fully halogenated and/or may carry one to three of the following groups:
• cyano, C1–C4-alkoxy, C1–C4-alkylthio, di(C1–C4-alkyl)amino, C1–C4-alkylcarbonyl, C1–C4-alkoxycarbonyl, C1–C4-alkoxy-C1–C4-alkoxycarbonyl, di(C1–C4-alkyl)amino-C1–C4-alkoxycarbonyl, hydroxycarbonyl, C1–C4-alkylaminocarbonyl, di(C1–C4-alkyl)aminocarbonyl, aminocarbonyl, C1–C4-alkylcarbonyloxy or C3–C6-cycloalkyl;
• is phenyl, heterocyclyl, phenyl-C1–C6-alkyl, heterocyclyl-C1–C6-alkyl, phenylcarbonyl-C1–C6-alkyl, heterocyclylcarbonyl-C1–C6-alkyl, phenylcarbonyl, heterocyclylcarbonyl, phenoxycarbonyl, phenyloxythiocarbonyl, heterocyclyloxycarbonyl, heterocyclyloxythiocarbonyl, phenylaminocarbonyl, N-(C1–C6-alkyl)-N-(phenyl)aminocarbonyl, heterocyclylaminocarbonyl, N-(C1–C6-alkyl)-N-(heterocyclyl)aminocarbonyl, phenyl-C2–C6-alkenylcarbonyl or heterocyclyl-C2–C6-alkenylcarbonyl, where the phenyl and the heterocyclyl radical of the 18 lastmentioned substituents may be partially or fully halogenated and/or may carry one to three of the following radicals:
• nitro, cyano, C1–C4-alkyl, C1–C4-haloalkyl, C1–C4-alkoxy, C1–C4-haloalkoxy, heterocyclyl or N-bonded heterocyclyl, where the two lastmentioned substituents for their part may be partially or fully halogenated and/or may carry one to three of the following radicals:
• nitro, cyano, C1–C4-alkyl, C1–C4-haloalkyl, C1–C4-alkoxy or C1–C4-haloalkoxy;
• R14 is C1–C6-alkyl, C3–C6-alkenyl, C3–C6-haloalkenyl, C3–C6-alkynyl, C3–C6-haloalkynyl, C3–C6-cycloalkyl, C1–C6-alkoxy, di(C1–C6-alkyl)amino or di(C1–C6-haloalkyl)amino, where the abovementioned alkyl, cycloalkyl and alkoxy radicals may be partially or fully halogenated and/or may carry one to three of the following groups:
• cyano, C1–C4-alkoxy, C1–C4-alkylthio, di(C1–C4-alkyl)amino, C1–C4-alkylcarbonyl, C1–C4-alkoxycarbonyl, C1–C4-alkoxy-C1–C4-alkoxycarbonyl, di(C1–C4-alkyl)amino-C1–C4-alkoxycarbonyl, hydroxycarbonyl, C1–C4-alkylaminocarbonyl, di(C1–C4-alkyl)aminocarbonyl, aminocarbonyl, C1–C4-alkylcarbonyloxy or C3–C6-cycloalkyl;
• is phenyl, heterocyclyl, phenyl-C1–C6-alkyl, heterocyclyl-C1–C6-alkyl, phenoxy, heterocyclyloxy, where the phenyl and the heterocyclyl radical of the lastmentioned substituents may be partially or fully halogenated and/or may carry one to three of the following radicals:
• nitro, cyano, C1–C4-alkyl, C1–C4-haloalkyl, C1–C4-alkoxy or C1–C4-haloalkoxy;
• R15 is C1–C6-alkyl, C3–C6-alkenyl, C3–C6-haloalkenyl, C3–C6-alkynyl, C3–C6-haloalkynyl, C3–C6-cycloalkyl, C1–C6-alkoxy, C3–C6-alkenyloxy, C3–C6-alkynyloxy, di(C1–C6-alkyl)amino or C1–C6-alkylcarbonylamino, where the abovementioned alkyl, cycloalkyl and alkoxy radicals may be partially or fully halogenated and/or may carry one to three radicals of the following group:
• cyano, C1–C4-alkoxy, C1–C4-alkylthio, di(C1–C4-alkyl)amino, C1–C4-alkylcarbonyl, C1–C4-alkoxycarbonyl, C1–C4-alkoxy-C1–C4-alkoxycarbonyl, di(C1–C4-alkyl)amino-C1–C4-alkoxycarbonyl, hydroxycarbonyl, C1–C4-alkylaminocarbonyl, di(C1–C4-alkyl)aminocarbonyl, aminocarbonyl, C1–C4-alkylcarbonyloxy or C3–C6-cycloalkyl;
• is phenyl, heterocyclyl, phenyl-C1–C6-alkyl or heterocyclyl-C1–C6-alkyl, where the phenyl or heterocyclyl radical of the four lastmentioned substituents may be partially or fully halogenated and/or may carry one to three of the following radicals:
• nitro, cyano, C1–C4-alkyl, C1–C4-haloalkyl, C1–C4-alkoxy or C1–C4-haloalkoxy;
• R16 is C1–C6-alkyl, C3–C6-alkenyl, C3–C6-alkynyl or C1–C6-alkylcarbonyl;
• or an agriculturally useful salt thereof.