3-Aminocarbonyl-substituted benzoylcyclohexanediones

A compound of the formula (I) or a salt thereof

• 53
• in which
• X1 is a divalent unit selected from the group consisting of O, S(O)n, N—H and N—R2;
• X2 is a straight-chain or branched (C1-C6)-alkylene, (C2-C6)-alkenylene or (C2-C6)-alkynylene chain which is substituted by w radicals selected from the group consisting of halogen, cyano and nitro and by v radicals R2;
• X3 is oxygen or sulfur;
• R1a, R1b, R1c independently of one another are hydrogen, mercapto, nitro, halogen, cyano, thiocyanato, (C1-C6)-alkyl—CO—O, (C1-C6)-alkyl—S(O)n—O, (C1-C6)-alkyl—S(O)n, di-(C1-C6)-alkyl—NH—SO2, (C1-C6)-alkyl—SO2—NH, (C1-C6)-alkyl—NH—CO, (C1-C6)-alkyl-SO2-[(C1-C6)-alkyl]amino, (C1-C6)-alkyl—CO—[(C1-C6)-alkyl]amino, 1,2,4-triazol-1-yl, (C1-C6)-alkyl—CH2, (C1-C6)-alkyl—S(O)n—CH2, (C1-C6)-alkyl—NH—CH2, 1,2,4-triazol-1-yl-CH2, or are (C1-C6)-alkyl-(D)p, (C2-C6)-alkenyl-(D)p, (C2-C6)-alkynyl-(D)p, (C3-C9)-cycloalkyl-(D)p, (C3-C9)-cycloalkenyl-(D)p, (C1-C6)-alkyl-cycloalkyl-(D)p, (C1-C6)-alkyl-cycloalkenyl-(D)p, each of which is substituted by v radicals selected from the group consisting of cyano, nitro and halogen;
• D is oxygen or sulfur;
• R2, R3 independently of one another are hydrogen, (C1-C6)-alkyl, (C2-C6)-alkenyl, (C2-C6)-alkynyl, (C3-C9)-cycloalkyl, (C3-C9)-cycloalkenyl, (C1-C6)-alkyl-(C3-C9)-cycloalkyl, (C1-C6)-alkyl-(C3-C9)-cycloalkenyl, (C2-C6)-alkenyl-(C3-C9)-cycloalkyl, (C2-C6)-alkenyl-(C3-C9)-cycloalkenyl, (C2-C6)-alkynyl-(C3-C9)-cycloalkyl, (C2-C6)-alkynyl-(C3-C9)-cycloalkenyl, straight-chain or branched [O—C(R )2]w-[O—C(R6)2]x-R6, (C1-C6)-alkylaryl, (C2-C6)-alkenylaryl, (C2-C6)-alkynylaryl, straight-chain or branched [O—C(R6)2]w-[O—C(R6)2]x-aryl, the abovementioned carbon-containing radicals being substituted by v radicals selected from the group consisting of cyano, nitro and halogen, aryl, heterocyclyl or heteroaryl, each of which is substituted by v radicals selected from the group consisting of cyano, nitro, halogen, (C1-C6)-alkyl-(D)p and halo-(C1-C6)-alkyl-(D)p, or
• R2 and R3 together with the nitrogen atom to which they are bonded form a 5- or 6-membered, saturated, partially or fully unsaturated ring comprising m hetero atoms selected from the group consisting of oxygen and nitrogen, the 5- or 6-membered ring optionally being benzo-fused to a phenyl ring and being substituted by v radicals selected from the group consisting of cyano, nitro, halogen, (C1-C6)-alkyl-(D)p and halo-(C1-C6)-alkyl-(D)p and the fused phenyl ring being substituted by v radicals selected from the group consisting of cyano, nitro and halogen;
• R4 is OR7, (C1-C4)-alkylthio, halo-(C1-C4)-alkylthio, (C2-C4)-alkenylthio, halo-(C2-C4)-alkenylthio, (C2-C4)-alkynylthio, halo-(C2-C4)-alkynylthio, (C1-C4)-alkylsulfinyl, halo-(C1-C4)-alkylsulfinyl, (C2-C4)-alkenylsulfinyl, halo-(C2-C4)-alkenylsulfinyl, (C2-C4)-alkynylsulfinyl, halo-(C2-C4)-alkynylsulfinyl, (C1-C4)-alkylsulfonyl, halo-(C1-C4)-alkylsulfonyl, (C2-C4)-alkenylsulfonyl, halo-(C2-C4)-alkenylsulfonyl, (C2-C4)-alkynylsulfonyl, halo-(C2-C4)-alkynylsulfonyl, halogen, cyano, cyanato, thiocyanato or phenylthio;
• R5 is hydrogen, tetrahydropyran-3-yl, tetrahydropyran-4-yl, tetrahydrothiopyran-3-yl, (C1-C4)-alkyl, (C1-C8)-cycloalkyl, (C1-C4)-alkoxy, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxycarbonyl, (C1-C4)-alkylthio, phenyl, the eight last-mentioned groups being substituted by v radicals selected from the group consisting of halogen, (C1-C4)-alkylthio and (C1-C4)-alkoxy, or two radicals R5 bonded to a joint carbon atom form a chain selected from the group consisting of OCH2CH2O, OCH2CH2CH2O, SCH2CH2S and SCH2CH2CH2S, this chain being substituted by w methylene groups, or two radicals R5 bonded to directly adjacent carbon atoms, together with the carbon atoms bearing them, form a 3- to 6-membered ring which is substituted by w radicals selected from the group consisting of halogen, (C1-C4)-alkyl, (C1-C4)-alkylthio and (C1-C4)-alkoxy;
• R6 is hydrogen, halogen, cyano or nitro, (C1-C4)-alkyl, halo-(C1-C4)-alkyl;
• R7 is hydrogen, (C1-C4)-alkyl, halo-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-alkyl, formyl, (C1-C4)-alkylcarbonyl, (C1-C4)-alkoxycarbonyl, (C1-C4)-alkylaminocarbonyl, di-(C1-C4)-alkylaminocarbonyl, (C1-C4)-alkylsulfonyl, halo-(C1-C4)-alkylsulfonyl, phenyl, benzoyl or phenylsulfonyl, the three last-mentioned groups being substituted by v radicals selected from the group consisting of (C1-C4)-alkyl, halo-(C1-C4)-alkyl, (C1-C4)-alkoxy, halo-(C1-C4)-alkoxy, halogen, cyano and nitro;
• Y is a divalent unit selected from the group consisting of O, S, N—H, N—(C1-C6)-alkyl, CHR5 and C(R5)2;
• Z is a direct bond or a divalent unit selected from the group consisting of O, S, SO, SO2, N—H, N-alkyl, CHR6 or C(R6)2;
• m and n in each case independently of one another are 0, 1 or 2;
• p is independently 0 or 1;
• v is independently 0, 1, 2 or 3;
• w and x in each case independently of one another are 0, 1, 2, 3 or 4, with the proviso that w and x are not simultaneously zero.