Patent ID: 6211216
Filing Date: 2001-04-03
Classification: A01N,C07D

Abstract:
An isoxazolyl- or isoxazolinyl-substituted benzoylcyclohexanedione of the formula (I), ##STR59##in whichA is a saturated or mono- or polyunsaturated hydrocarbon chain comprising one to eight carbon atoms as chain members, which is optionally substituted by one or more radicals from the group consisting of halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy and hydroxyl and which is optionally interrupted by one or two divalent radicals from the group consisting of oxygen, sulfur and carbonyl;R.sup.1 is OR.sup.11, SR.sup.11, SOR.sup.11, SO.sub.2 R.sup.11, CO.sub.2 R.sup.8, CONR.sup.8 R.sup.9, N(R.sup.8)COR.sup.9, N(R.sup.8)SO.sub.2 R.sup.9, N(R.sup.8)--CO--X, P(O)R.sup.8 R.sup.9, cyano, nitro, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.3 -C.sub.6 -cycloalkenyl, phenyl, phenoxy, phenylthio, heteroaryl, heteroaryloxy, heterocyclyl or heterocyclyloxy, where the nine last-mentioned radicals are optionally mono- or polysubstituted, orA and R.sup.1 together form a radical of the group consisting of heteroaryl and heterocyclyl, where these two mentioned radicals are optionally mono- or polysubstituted;R.sup.a, R.sup.b, R.sup.c independently of one another are hydrogen, optionally mono- or polysubstituted C.sup.1 -C.sup.9 -alkyl, OR.sup.11, SR.sup.11, SOR.sup.11, SO.sub.2 R.sup.11, CONH.sub.2, CONR.sup.8 R.sup.9,.sup.11, cyano, nitro, halogen or the group A--R.sup.1, orR.sup.a and R.sup.c together form a bond;R.sup.2, is R.sup.3, R.sup.4 and R.sup.5 independently of one another are hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, heterocyclyl, heterocyclylalkyl, hydroxyl, alkoxy, cycloalkoxy, aryloxy, heteroaryloxy, heterocyclyloxy, alkylthio, arylthio, heteroarylthio, heterocyclylthio, heterocyclylalkylthio, amino, mono- or dialkylamino, mono- or diarylamino, N-alkyl-N-arylamino, cycloalkylamino, alkylsulfonyl, arylsulfonyl, alkylsulfinyl, aminosulfonyl, mono- or dialkylaminosulfonyl, mono- or diarylaminosulfonyl, N-alkyl-N-arylaminosulfonyl, N-alkyl-N-heteroarylaminosulfonyl, alkylsulfonylamino, cycloalkylsulfonylamino, arylsulfonylamino, heteroarylsulfonylamino, cycloalkylsulfonyl-N-alkylamino, arylsulfonyl-N-alkylamino, heteroarylsulfonyl-N-alkylamino, heterocyclylsulfonyl-N-alkylamino, alkylcarbonyl, cycloalkylcarbonyl, arylcarbonyl, arylalkylcarbonyl, heteroarylcarbonyl, heterocyclylcarbonyl, carboxyl, alkoxycarbonyl, aryloxycarbonyl, arylalkoxycarbonyl, alkylcarbonyloxy, arylcarbonyloxy, arylalkylcarbonyloxy, aminocarbonyl, mono- or dialkylaminocarbonyl, N-alkyl-N-arylaminocarbonyl, N-alkyl-N-heteroarylaminocarbonyl, N-alkyl-N-arylaminocarbonyloxy, aminocarbonylamino, mono- or dialkylaminocarbonylamino, mono- or diarylaminocarbonylamino, mono- or diheteroarylaminocarbonylamino, N-alkyl-N-arylaminocarbonylamino, mono- or dialkylcarbonylamino, mono- or diarylcarbonylamino, alkylcarbonyl-N-arylamino, arylcarbonyl-N-alkylamino, alkoxycarbonyloxy, cycloalkoxycarbonyloxy, aryloxycarbonyloxy, arylalkoxycarbonyloxy, alkoxycarbonylamino, cycloalkoxycarbonylamino, aryloxycarbonylamino, alkoxycarbonyl-N-alkylamino, formyl, halogen, haloalkyl, haloalkenyl, haloalkynyl, haloalkoxy, haloalkenyloxy, haloalkynyloxy, haloalkylthio, haloalkenylthio, haloalkynylthio, haloalkylamino, haloalkenylamino, haloalkynylamino, haloalkylsulfonyl, haloalkenylsulfonyl, haloalkynylsulfonyl, haloalkylsulfinyl, haloalkenylsulfinyl, haloalkynylsulfinyl, haloalkylcarbonyl, haloalkenylcarbonyl, haloalkynylcarbonyl, haloalkoxycarbonyl, haloalkenyloxycarbonyl, haloalkynyloxycarbonyl, haloalkylaminocarbonyl, haloalkenylaminocarbonyl, haloalkynylaminocarbonyl, haloalkoxycarbonylamino, haloalkylaminocarbonylamino, cyano, nitro, arylalkoxyalkoxy or alkoxyalkoxyalkoxy;R.sup.6 is OR.sup.10, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkenylsulfinyl, haloalkenyisulfinyl, alkynylsulfinyl, haloalkynylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, alkenylsulfonyl, haloalkenylsulfonyl, alkynylsulfonyl, haloalkynylsulfonyl, optionally substituted phenylthio, cyano, cyanato, thiocyanato or halogen;R.sup.7 is hydrogen, tetrahydropyran-3-yl, tetrahydropyran4-yl, tetrahydrothiopyran-3-yl, alkyl, cycloalkyl, alkoxy, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkylthio, phenyl, where the eight last-mentioned groups are optionally substituted by one or more, identical or different radicals from the group consisting of halogen, alkylthio and alkyloxy, ortwo radicals R.sup.7 bonded to a common carbon atom form a chain from the group consisting of OCH.sub.2 CH.sub.2 O, OCH.sub.2 CH.sub.2 CH.sub.2 O, SCH.sub.2 CH.sub.2 S and SCH.sub.2 CH.sub.2 CH.sub.2 S, this optionally being substituted by one to four methyl groups, ortwo radicals R.sup.7 bonded to directly adjacent carbon atoms form a bond or, with the carbon atoms carrying them, form a 3- to 6-membered ring optionally substituted by one or more, identical or different radicals from the group consisting of halogen, alkyl, alkylthio and alkoxy;R.sup.8 and R.sup.9 independently of one another are hydrogen, alkyl, alkyloxy, alkoxy, alkenyl, alkenyloxy, alkynyl, haloalkyl, cycloalkyl, cyanoalkyl, haloalkenyl, haloalkynyl, optionally substituted aryl or optionally substituted arylalkyl, orR.sup.8 and R.sup.9, together with the atom bonding them, form a 5- or 6-membered saturated, partially or completely unsaturated ring, which optionally contains one or two further heteratoms from the group consisting of oxygen and nitrogen and which is optionally substituted by one to three radicals from the group consisting of halogen, alkyl and oxo;R.sup.10 is hydrogen, alkyl, haloalkyl, alkoxyalkyl, formyl, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, alkylsulfonyl, haloalkylsulfonyl, benzoyl or phenylsulfonyl, the two last-mentioned groups optionally being substituted by one or more, identical or different radicals from the group consisting of alkyl, haloalkyl, alkoxy, haloalkoxy, halogen, cyano and nitro;R.sup.11 is R.sup.10, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or cycloalkylalkyl;X is a radical from the group consisting of heteroaryl and heterocyclyl;Y is a divalent radical from the group consisting of O, S, N--H, N-alkyl, CHR.sup.7 and C(R.sup.7).sub.2 ;Z is a divalent radical from the group consisting of O, S, SO, SO.sub.2, N--H, N-alkyl, CHR.sup.7 and C(R.sup.7).sub.2 ;v is 0 or 1;w is 0,1,2,3 or 4,with the proviso that at least two radicals from R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are hydrogen.