Pesticidal pyrazole and triazole derivatives

A compound of formula I

• wherein
• A is N or CRA;
• B1 is N or CRB1;
• B2 is N or CRB2;
• B3 is N or CRB3;
• B4 is CRB4;
• RA is H, halogen, N3, CN, NO2, —SCN, —SF5, C1-C6-alkyl, C1-C6-alkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, or C1-C4-alkyl-C3-C6-cycloalkoxy, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or RA is C(═O)—ORa, NRbRc, C1-C6-alkylene-NRbRc, O—C1-C6-alkylene-NRbRc, C1-C6-alkylene-CN, NH—C1-C6-alkylene-NRbRc, C(═O)—NRbRc, C(═O)—Rd, SO2NRbRc, or S(═O)mRe, or RA is phenyl, phenoxy, phenylcarbonyl, phenylthio, or —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• RB1, RB2, RB3, and RB4 independently of each other are H, halogen, N3, OH, CN, NO2, —SCN, —SF5, C1-C6-alkyl, C1-C6-alkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, or C1-C4-alkyl-C3-C6-cycloalkoxy, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or RB1, RB2, RB3, and RB4 independently of each other are C(═O)—ORa, NRbRc, C1-C6-alkylene-NRbRc, O—C1-C6-alkylene-NRbRc, C1-C6-alkylene-CN, NH—C1-C6-alkylene-NRbRc, C(═O)—NRbRc, C(═O)—Rd, SO2NRbRc, or S(═O)mRe, or RB1, RB2, RB3, and RB4 independently of each other are phenyl, phenoxy, phenylcarbonyl, phenylthio, or —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• Q is —C(R4R5)—O—, —C(═O)—O—, —S(═O)m—C(R7R8)—, —N(R2)—S(═O)m—, —N(R2)—C(R9R10)—, —C(═O)—C(R19R20)—, —N(R2)—C(═O)—, —N(R2)—C(═S)—, —C(R13R14)—C(R15R16)—, —N═C(X)—, —N(R2)—C(═NR)—, or —C(R17)═C(R18)—;
• wherein Ar is bound to either side of Q;
• m is 0, 1, or 2;
• X is H, halogen, SR7, OR8, or N(R3)2;
• R is H, CN, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, or C3-C6-cycloalkyl, wherein the alkyl, alkenyl, and cycloalkyl moieties are unsubstituted or substituted with halogen, OR8, or N(R3)2;
• R3 is H, C1-C6-alkyl, or C1-C6-alkoxy-C1-C4-alkyl;
• R2 is H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or R2 is C(═O)—ORa, C1-C6-alkylene-NRbRc, C1-C6-alkylene-CN, C(═O)—NRbRc, C(═O)—Rd, SO2NRbRc, or S(═O)mRe, or R2 is phenyl or —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• R4, R5, R7, R8, R9, R10, R13, R14, R15, R16, R17, R18, R19, R20 are, identical or different, H, halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or R4, R5, R7, R8, R9, R10, R13, R14, R15, R16, R17, R18, R19, R20 are, identical or different, C(═O)—ORa, C1-C6-alkylene-NRbRc, C1-C6-alkylene-CN, C(═O)—NRbRcC, C(═O)—Rd, SO2NRbRc, or S(═O)mRe, or R4, R5, R7, R8, R9, R10, R13, R14, R15, R16, R17, R18, R19, R20 are, identical or different, phenyl or —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• R6 is H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or R6 is —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• Ar is phenyl or 5- or 6-membered hetaryl or 1,3-benzodioxole, which are unsubstituted or substituted with RAr, wherein
• RAr is halogen, N3, OH, CN, NO2, —SCN, —SF5, C1-C6-alkyl, C1-C6-alkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or RAr is C(═O)—ORa, NRbRc, C1-C6-alkylene-NRbRc, O—C1-C6-alkylene-NRbRc, C1-C6-alkylene-CN, NH—C1-C6-alkylene-NRbRc, C(═O)—NRbRc, C(═O)—Rd, SO2NRbRc, or S(═O)mRe, or RAr is phenyl, phenoxy, phenylcarbonyl, phenylthio, or —CH2-phenyl, wherein phenyl rings are unsubstituted or substituted with Rf;
• R1 is a moiety of formula
• YZT-1 to YZT-9, wherein
• denotes attachment to the remaining part of the compound;
• R11 is C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C1-C4-alkyl-C3-C6-cycloalkoxy, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or R11 is C1-C6-alkylene-NRbRc, C1-C6-alkylene-CN, C(═O)—NRbRc, C(═O)—Rd, aryl, aryl-carbonyl, aryl-C1-C4-alkyl, aryloxy-C1-C4-alkyl, hetaryl, carbonyl-hetaryl, hetaryl-C1-C4-alkyl or hetaryloxy-C1-C4-alkyl, wherein the aryl or hetaryl rings are unsubstituted or substituted with Rg and wherein the hetaryl is a 5- or 6-membered monocyclic hetaryl or an 8-, 9-, or 10-membered bicyclic hetaryl;
• R12 is a radical of the formula A1;
• wherein # indicates the point of attachment to oxygen;
• R121, R122, R123 are, identical or different, H, halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-alkoxy-C1-C4-alkoxy, C1-C6-alkylcarbonlyoxy, C1-C6-alkenylcarbonlyoxy, C3-C6-cycloalkylcarbonlyoxy, wherein the alkyl, alkoxy, alkenyl, alkenyloxy, alkynyl, alkynyloxy, and cycloalkyl moieties are unsubstituted or substituted with halogen, or R121, R122, R123 are NRbRc, or one of R121, R122, R123 may also be oxo;
• R124 is H, C1-C6-alkyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy, or C2-C6-alkenyloxy, wherein the alkyl, alkoxy, alkenyl, and alkenyloxy moieties are unsubstituted or substituted with halogen;
• and where
• Rya is H, halogen, C1-C6-alkyl, or C1-C6-alkoxy, which are unsubstituted or substituted with halogen,
• or Rya is phenyl or —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• Ryc, Rzc are, identical or different, H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C4-alkyl-C1-C6-alkoxy, C3-C6-cycloalkyl, C1-C4-alkyl-C3-C6-cycloalkyl, or C1-C4-alkyl-C3-C6-cycloalkoxy, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen;
• RT is H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C4-alkyl-C1-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or RT is C(═O)—ORa, C1-C6-alkylene-NRbRc, C1-C6-alkylene-CN, C(═O)—NRbRc, C(═O)—Rd, SO2NRbRc, or S(═O)mRe, or RT is phenyl or —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• Rzc together with RT if present, may form C1-C6-alkylene or a linear C2-C6-alkenylene group, where in the linear C1-C6-alkylene and the linear C2-C6-alkenylene a CH2 moiety may be replaced by a carbonyl or a C═N—R′ and/or wherein 1 or 2 CH2 moieties may be replaced by O or S and/or wherein the linear C1-C6-alkylene and the linear C2-C6-alkenylene may be unsubstituted or substituted with Rh;
• Rza is H, C1-C6-alkyl, C1-C6-alkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C4-alkyl-C1-C6-alkoxy, C3-C6-cycloalkyl, C1-C4-alkyl-C3-C6-cycloalkoxy, or C1-C4-alkyl-C3-C6-cycloalkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or Rza is C1-C6-alkylene-NRbRc, C1-C6-alkylene-CN, C(═O)—NRbRc, or C(═O)—Rd, or Rza is phenyl, phenylcarbonyl, or —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• Rza together with RT if present, may form C1-C6-alkylene or a linear C2-C6-alkenylene group, where in the linear C1-C6-alkylene and the linear C2-C6-alkenylene a CH2 moiety may be replaced by a carbonyl or a C═N—R′ and/or wherein 1 or 2 CH2 moieties may be replaced by O or S and/or wherein the linear C1-C6-alkylene and the linear C2-C6-alkenylene may be unsubstituted or substituted with Rh;
• Ra, Rb and Rc are, identical or different, H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, or C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or Ra, Rb and Rc are, identical or different, C1-C6-alkylene-CN, phenyl, or —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• Rd is H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C3-C6-cycloalkyl, C3-C6-cycloalkyl-C1-C4-alkyl, or C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or Rd is phenyl or —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• Re is C1-C6-alkyl, C3-C6-cycloalkyl, or C3-C6-cycloalkyl-C1-C4-alkyl, wherein the alkyl, cycloalkyl moieties are unsubstituted or substituted with halogen,
• or Re is phenyl or —CH2-phenyl, wherein the phenyl rings are unsubstituted or substituted with Rf;
• Rf is halogen, N3, OH, CN, NO2, —SCN, —SF5, C1-C6-alkyl, C1-C6-alkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, or C3-C6-cycloalkoxyx-C1-C4-alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or Rf is C(═O)—ORa, NRbRc, C1-C6-alkylene-NRbRc, O—C1-C6-alkylene-NRbRc,
• C1-C6-alkylene-CN, NH—C1-C6-alkylene-NRbRc, C(═O)—NRbRc, C(═O)—Rd, SO2NRbRc, or S(═O)mRe;
• Rg is halogen, N3, OH, CN, NO2, —SCN, —SF5, C1-C6-alkyl, C1-C6-alkoxy, C2-C6-alkenyl, tri-C1-C6-alkylsilyl, C2-C6-alkynyl, C1-C6-alkoxy-C1-C4-alkyl, C1-C6-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, C3-C6-cycloalkyl-C1-C4-alkyl, or C3-C6-cycloalkoxy-C1-C4-alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl, and cycloalkoxy moieties are unsubstituted or substituted with halogen,
• or Rg is C(═O)—ORa, NRbRc, C1-C6-alkylene-NRbRc, O—C1-C6-alkylene-NRbRc,
• C1-C6-alkylene-CN, NH—C1-C6-alkylene-NRbRc, C(═O)—NRbRc, C(═O)—Rd, SO2NRbRc, or S(═O)mRe;
• R is halogen, OH, C1-C6-alkyl, C3-C6-cycloalkyl, or CN;
• and N-oxides, stereoisomers, tautomers and agriculturally or veterinarily acceptable salts thereof.