发明名称 MESOIONIC PESTICIDES
摘要 Disclosed are compounds of Formula 1, N-oxides, and salts thereof,;;wherein X is O or S;Y is O or S;A is O, S, NR3e or C(R3c)═C(R3d);Z is a direct bond, O, S(O)n, NR6, C(R7)2O, OC(R7)2, C(═X1), C(═X1)E, EC(═X1), C(═NOR8) or C(═NN(R6)2);a is 1, 2 or 3;and R1, R2, R3a-R3e, R4, R5, R6, R7, R8, X1 and E are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound or a composition of the invention.
申请公布号 US2016066577(A1) 申请公布日期 2016.03.10
申请号 US201514934336 申请日期 2015.11.06
申请人 E I DU PONT DE NEMOURS AND COMPANY 发明人 Zhang Wenming;Holyoke, JR. Caleb William;Hughes Kenneth Andrew;Lahm George Philip;Pahutski, JR. Thomas Francis;Tong My-Hanh Thi;Xu Ming
分类号 A01N43/90;C07D495/14;C07D498/04;C07D487/04;C07D471/04;C07D513/04 主分类号 A01N43/90
代理机构 代理人
主权项 1. A compound of Formula 1, an N-oxide, or salt thereof,wherein X is O or S; Y is O or S; A is O, S, NR3e or C(R3c)═C(R3d), provided that the C(R3c)═C(R3d) moiety is oriented so the carbon atom bonded to R3d is connected directly to the pyrimidinium ring of Formula 1; Z is a direct bond, O, S(O)n, NR6, C(R7)2O, OC(R7)2, C(═X1), C(═X1)E, EC(═X1), C(═NOR8) or C(═NN(R6)2); X1 is O, S or NR9; E is O, S or NR9a; R1 is H, halogen, cyano, CHO, C(═O)OH, C(═O)NH2 or C(═S)NH2; or C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C10 cycloalkyl, C4-C10 alkylcycloalkyl, C4-C10 cycloalkylalkyl, C6-C14 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl or C3-C6 cycloalkenyl, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C(═O)R10, C(═O)OR11, C(O)NR12R13, C(═O)NR21NR22R23, OR11, S(O)nR10, SO2NR12R13, S(═O)(═NR21)R22, Si(R10)3 and Z1Qt; or a 3- to 10-membered ring or a 7- to 11-membered ring system, each ring or ring system containing ring members selected from carbon atoms and up to 4 heteroatoms independently selected from up to 2 O, up to 2 S, and up to 4 N, wherein up to 3 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring members are independently selected from S(═O)u(═NR24)z, each ring or ring system optionally substituted with up to 5 substituents independently selected from R14; provided that when R1 is halogen, then Z is a direct bond, S(═O), S(═O)2, OC(R7)2, C(═X1), EC(═X1), C(═NOR8) or C(═NN(R6)2); R2 is H, halogen, cyano, hydroxy, amino, nitro, OCN, SCN, CHO, C(═O)OH, C(═O)NH2, C(═S)NH2, SO2NH2, C(═O)R18, C(═O)OR18, NHR18, NR18R19, C(═O)NR21R19, C(═S)NR21R19, SO2NR21R19, OC(═O)R21, OC(═O)OR18, OC(═O)NR21R19, N(R21)C(═O)R21, N(R21)C(═O)OR19, N(R21)C(═O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22 or Si(R18R19R20); or C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C10 cycloalkyl, C4-C10 alkylcycloalkyl, C4-C10 cycloalkylalkyl, C6-C14 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C8 cycloalkenyl, C1-C8 alkoxy, C3-C8 cycloalkoxy, C4-C10 cycloalkylalkoxy, C2-C8 alkenyloxy, C2-C8 alkynyloxy, C1-C8 alkylthio, C1-C8 alkylsulfinyl, C1-C8 alkylsulfonyl, C3-C8 cycloalkylthio, C3-C8 cycloalkylsulfinyl, C3-C8 cycloalkylsulfonyl, C4-C10 cycloalkylalkylthio, C4-C10 cycloalkylalkylsulfinyl, C4-C10 cycloalkylalkylsulfonyl, C2-C8 alkenylthio, C2-C8 alkenylsulfinyl, C2-C8 alkenylsulfonyl, C2-C8 alkynylthio, C2-C8 alkynylsulfinyl or C2-C8 alkynylsulfonyl, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C(═O)R10, C(═O)OR11, C(═O)NR12R13, OR11, S(O)nR10, SO2NR12R13 and Si(R10)3; or a 3- to 10-membered ring or a 7- to 11-membered ring system, each ring or ring system containing ring members selected from carbon atoms and up to 4 heteroatoms independently selected from up to 2 O, up to 2 S, and up to 4 N, wherein up to 3 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring members are independently selected from S(═O)u(═NR24)z, each ring or ring system optionally substituted with up to 5 substituents independently selected from R15; R3a, R3b, R3c and R3d are independently H, halogen, cyano, hydroxy, amino, nitro, SF5, OCN, SCN, CHO, C(═O)OH, C(═O)NH2, C(═S)NH2, SO2NH2, C(═O)R18, C(═O)OR18, NHR18, NR18R19, C(═O)NR21R19, C(═S)NR21R19, SO2NR21R19, OC(═O)R21, OC(═O)OR18, OC(═O)NR21R19, N(R21)C(═O)R21, N(R21)C(═O)OR19, N(R21)C(═O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22, Si(R18R19R20) or Z1Qt; or C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C10 cycloalkyl, C4-C10 alkylcycloalkyl, C4-C10 cycloalkylalkyl, C6-C14 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C8 cycloalkenyl, C1-C8 alkoxy, C3-C8 cycloalkoxy, C4-C10 cycloalkylalkoxy, C2-C8 alkenyloxy, C2-C8 alkynyloxy, C1-C8 alkylthio, C1-C8 alkylsulfinyl, C1-C8 alkylsulfonyl, C3-C8 cycloalkylthio, C3-C8 cycloalkylsulfinyl, C3-C8 cycloalkylsulfonyl, C4-C10 cycloalkylalkylthio, C4-C10 cycloalkylalkylsulfinyl, C4-C10 cycloalkylalkylsulfonyl, C2-C8 alkenylthio, C2-C8 alkenylsulfinyl, C2-C8 alkenylsulfonyl, C2-C8 alkynylthio, C2-C8 alkynylsulfinyl or C2-C8 alkynylsulfonyl, each unsubstituted or substituted with at least one substituent independently selected from R17; or R3a and R3b, or R3b and R3c, or R3c and R3d are taken together with the adjacent carbon atoms to which they are attached to form a 5- to 7-membered carbocyclic or heterocyclic ring, each ring containing ring members selected from carbon atoms and up to 3 heteroatoms independently selected from up to 2 O, up to 2 S, and up to 3 N, wherein up to 2 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring members are independently selected from S(═O)n, each ring optionally substituted with up to 3 substituents independently selected from the group consisting of halogen, cyano, hydroxy, amino, nitro, C(═O)OH, C(═O)NH2, SO2NH2, C1-C4 alkyl, C1-C4 haloalkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C2-C4 haloalkynyl, C3-C7 cycloalkyl, C3-C7 halocycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 haloalkylcycloalkyl, C4-C8 cycloalkylalkyl, C4-C8 halocycloalkylalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C2-C6 alkoxycarbonyl, C2-C6 haloalkoxycarbonyl, C2-C6 alkylcarbonyl and C2-C6 haloalkylcarbonyl; R3e is H, hydroxy, amino, CHO, C(═O)NH2, C(═S)NH2, SO2NH2, C(═O)R18, C(═O)OR18, NHR18, NR18R19, C(═O)NR21R19, C(═S)NR21R19, SO2NR21R19, OC(═O)R21, OC(═O)OR18, OC(═O)NR21R19, N(R21)C(═O)R21, N(R21)C(═O)OR19, N(R21)C(═O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22, Si(R18R19R20) or Z1Qt; or C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C10 cycloalkyl, C4-C10 alkylcycloalkyl, C4-C10 cycloalkylalkyl, C6-C14 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C8 cycloalkenyl, C1-C8 alkoxy, C3-C8 cycloalkoxy, C4-C10 cycloalkylalkoxy, C2-C8 alkenyloxy, C2-C8 alkynyloxy, C1-C8 alkylsulfinyl, C1-C8 alkylsulfonyl, C3-C8 cycloalkylsulfinyl, C3-C8 cycloalkylsulfonyl, C4-C10 cycloalkylalkylsulfinyl, C4-C10 cycloalkylalkylsulfonyl, C2-C8 alkenylsulfinyl, C2-C8 alkenylsulfonyl, C2-C8 alkynylsulfinyl or C2-C8 alkynylsulfonyl, each unsubstituted or substituted with at least one substituent independently selected from R17; or R3e and R3b are taken together with the adjacent carbon atoms to which they are attached to form a 5- to 7-membered carbocyclic or heterocyclic ring, each ring containing ring members selected from carbon atoms and up to 3 heteroatoms independently selected from up to 2 O, up to 2 S, and up to 3 N, wherein up to 2 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring members are independently selected from S(═O)n, each ring optionally substituted with up to 3 substituents independently selected from the group consisting of halogen, cyano, hydroxy, amino, nitro, C(═O)OH, C(═O)NH2, SO2NH2, C1-C4 alkyl, C1-C4 haloalkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C2-C4 haloalkynyl, C3-C7 cycloalkyl, C3-C7 halocycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 haloalkylcycloalkyl, C4-C8 cycloalkylalkyl, C4-C8 halocycloalkylalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C2-C6 alkoxycarbonyl, C2-C6 haloalkoxycarbonyl, C2-C6 alkylcarbonyl and C2-C6 haloalkylcarbonyl; each R4 and R5 is independently H, halogen, cyano, hydroxy, amino, nitro, OCN, SCN, CHO, C(═O)OH, C(═O)NH2, C(═S)NH2 or SO2NH2; or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C12 cycloalkylcycloalkyl, C5-C8 alkylcycloalkylalkyl, C3-C6 cycloalkenyl, C1-C6 alkoxy, C3-C6 cycloalkoxy, C4-C8 cycloalkylalkoxy, C2-C6 alkenyloxy or C2-C6 alkynyloxy, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C(═O)R10, C(═O)OR11, C(═O)NR12R13, OR11, S(O)nR10, SO2NR12R13 and Si(R10)3; or R4 and R5 are taken together with the carbon atom to which they are attached to form a 3- to 7-membered ring containing ring members selected from carbon atoms and up to 2 heteroatoms independently selected from one O, one S, and up to 2 N, wherein up to 2 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring member is selected from S, S(O) or S(O)2, said ring optionally substituted with up to 4 substituents independently selected from the group consisting of halogen, cyano and C1-C4 alkyl; each R6 is independently H; or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C6 cycloalkenyl, C2-C6 alkylcarbonyl or C2-C6 alkoxycarbonyl, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C(═O)R10, C(═O)OR11, C(═O)NR12R13, OR11, S(O)nR10, SO2NR12R13 and Si(R10)3; or two R6 substituents are taken together with the nitrogen atom to which they are attached to form a 3- to 7-membered ring containing ring members selected from carbon atoms and up to 2 heteroatoms independently selected from one O, one S, and up to 2 N, wherein up to 2 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring member is selected from S, S(O) or S(O)2, said ring optionally substituted with up to 4 substituents independently selected from the group consisting of halogen, cyano and C1-C4 alkyl; each R7 and R8 is independently H; or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C6 cycloalkenyl, C2-C6 alkylcarbonyl or C2-C6 alkoxycarbonyl, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C(═O)R10, C(═O)OR11, C(═O)NR12R13, OR11, S(O)nR10, SO2NR12R13 and Si(R10)3; each R9 is independently C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C6 cycloalkenyl, C2-C6 alkylcarbonyl or C2-C6 alkoxycarbonyl, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C(═O)R10, C(═O)OR11, C(═O)NR12R13, OR11, S(O)nR10, SO2NR12R13 and Si(R10)3; each R9a is independently H; or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C6 cycloalkenyl, C2-C6 alkylcarbonyl or C2-C6 alkoxycarbonyl, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C(═O)R10, C(═O)OR11, C(═O)NR12R13, OR11, S(O)nR10, SO2NR12R13 and Si(R10)3; each R10 and R11 is independently C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl or C3-C6 cycloalkenyl, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, C1-C4 alkylamino, C2-C8 dialkylamino, C3-C6 cycloalkylamino, C2-C4 alkoxyalkyl, C2-C4 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylcarbonyloxy, C2-C6 alkylcarbonylthio, C2-C6 alkylaminocarbonyl, C3-C8 dialkylaminocarbonyl and C3-C6 trialkylsilyl; or phenyl or a 5- or 6-membered heteroaromatic ring, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C6 cycloalkenyl, halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, C1-C4 alkylamino, C2-C8 dialkylamino, C3-C6 cycloalkylamino, C2-C4 alkoxyalkyl, C2-C4 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylcarbonyloxy, C2-C6 alkylcarbonylthio, C2-C6 alkylaminocarbonyl, C3-C8 dialkylaminocarbonyl and C3-C6 trialkylsilyl; each R12 and R13 is independently C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl or C3-C6 cycloalkenyl, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, C1-C4 alkylamino, C2-C8 dialkylamino, C3-C6 cycloalkylamino, C2-C4 alkoxyalkyl, C2-C4 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylcarbonyloxy, C2-C6 alkylcarbonylthio, C2-C6 alkylaminocarbonyl, C3-C8 dialkylaminocarbonyl and C3-C6 trialkylsilyl; or phenyl or a 5- or 6-membered heteroaromatic ring, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C6 cycloalkenyl, halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, C1-C4 alkylamino, C2-C8 dialkylamino, C3-C6 cycloalkylamino, C2-C4 alkoxyalkyl, C2-C4 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylcarbonyloxy, C2-C6 alkylcarbonylthio, C2-C6 alkylaminocarbonyl, C3-C8 dialkylaminocarbonyl and C3-C6 trialkylsilyl; or R12 and R13 are taken together with the nitrogen atom to which they are attached to form a 3- to 7-membered ring containing ring members selected from carbon atoms and up to 2 heteroatoms independently selected from one O, one S, and up to 2 N, wherein up to 2 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring member is selected from S, S(O) or S(O)2, said ring optionally substituted with up to 4 substituents independently selected from the group consisting of halogen, cyano and C1-C4 alkyl; each R14 is independently halogen, cyano, hydroxy, amino, nitro, SF5, OCN, SCN, CHO, C(═O)OH, C(═O)NH2, C(═S)NH2, SO2NH2, C(═O)R18, C(═O)OR18, NHR18, NR18R19, C(═O)NR21R19, C(═O)NR21NR22R23, C(═S)NR21R19, SO2NR21R19, OC(═O)R21, OC(═O)OR18, OC(═O)NR21R19, N(R21)C(═O)R21, N(R21)C(═O)OR19, N(R21)C(═O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22, Si(R18R19R20), C(═NR21)R22, C(═NOR21)R22, C(═NNR21R22)R23, C(═NN(C(═O)R19)R21)R22, C(═NN(C(═O)OR19)R21)R22, ON═CR21R22, ONR21R22, S(═O)(═NR21)R22, SO2NR21C(═O)NR22R23, P(═X2)R18R19, OP(═X2)R18R19, OP(═X2)OR18)R19, OP(═X2)OR18)OR19, N═CR21R22, NR21N═CR22R23, NR21NR22R23, NR21C(═X2)NR22R23, NR21C(═NR21)NR22R23, NR21NR21C(═X2)NR22R23, NR21NR21SO2NR22R23, Z1Qt or Z1QiZ1Qt; or C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C10 cycloalkyl, C4-C10 alkylcycloalkyl, C4-C10 cycloalkylalkyl, C6-C14 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C8 cycloalkenyl, C1-C8 alkoxy, C3-C8 cycloalkoxy, C4-C10 cycloalkylalkoxy, C2-C8 alkenyloxy, C2-C8 alkynyloxy, C1-C8 alkylthio, C1-C8 alkylsulfinyl, C1-C8 alkylsulfonyl, C3-C8 cycloalkylthio, C3-C8 cycloalkylsulfinyl, C3-C8 cycloalkylsulfonyl, C4-C10 cycloalkylalkylthio, C4-C10 cycloalkylalkylsulfinyl, C4-C10 cycloalkylalkylsulfonyl, C2-C8 alkenylthio, C2-C8 alkenylsulfinyl, C2-C8 alkenylsulfonyl, C2-C8 alkynylthio, C2-C8 alkynylsulfinyl or C2-C8 alkynylsulfonyl, each unsubstituted or substituted with at least one substituent independently selected from R17; or two R14 substituents on adjacent ring atoms are taken together with the adjacent ring atoms to form a 5- to 7-membered carbocyclic or heterocyclic ring, each ring containing ring members selected from carbon atoms and up to 3 heteroatoms independently selected from up to 2 O, up to 2 S, and up to 3 N, wherein up to 2 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring members are independently selected from S(═O)n, each ring optionally substituted with up to 3 substituents independently selected from the group consisting of halogen, cyano, hydroxy, amino, nitro, C(═O)OH, C(═O)NH2, SO2NH2, C1-C4 alkyl, C1-C4 haloalkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C2-C4 haloalkynyl, C3-C7 cycloalkyl, C3-C7 halocycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 haloalkylcycloalkyl, C4-C8 cycloalkylalkyl, C4-C8 halocycloalkylalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C2-C6 alkoxycarbonyl, C2-C6 haloalkoxycarbonyl, C2-C6 alkylcarbonyl and C2-C6 haloalkylcarbonyl; each X2 is independently O or S; each Z1 is independently a direct bond, O, S(O)n, NR6, C(R7)2, C(R7)═C(R7), C≡C, C(R7)2O, OC(R7)2, C(═X1), C(═X1)E, EC(═X1), C(═NOR8) or C(═NN(R6)2); each Qi is independently a 3- to 10-membered ring or a 7- to 11-membered ring system, each ring or ring system containing ring members selected from carbon atoms and up to 4 heteroatoms independently selected from up to 2 O, up to 2 S, and up to 4 N, wherein up to 3 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring members are independently selected from S(═O)u(═NR24)z, each ring or ring system optionally substituted with up to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C(═O)R10, C(═O)OR11, C(═O)NR12R13, OR11, S(O)nR10, SO2NR12R13, Si(R10)3 and R16; each Qt is independently a 3- to 10-membered ring or a 7- to 11-membered ring system, each ring or ring system containing ring members selected from carbon atoms and up to 4 heteroatoms independently selected from up to 2 O, up to 2 S, and up to 4 N, wherein up to 3 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring members are independently selected from S(═O)u(═NR24)z, each ring or ring system optionally substituted with up to 5 substituents independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C(═O)R10, C(═O)OR11, C(═O)NR12R13, C(═O)NR21NR22R23, OR11, S(O)nR10, SO2NR12R13, S(═O)(═NR21)R22, Si(R10)3 and R16; each R15 is independently halogen, cyano, hydroxy, amino, nitro, SF5, OCN, SCN, CHO, C(═O)OH, C(═O)NH2, C(═S)NH2, SO2NH2, C(═O)R18, C(═O)OR18, NHR18, NR18R19, C(═O)NR21R19, C(═O)NR21NR22R23, C(═S)NR21R19, SO2NR21R19, S(═O)(═NR21)R22, OC(═O)R21, OC(═O)OR18, OC(═O)NR21R19, N(R21)C(═O)R21, N(R21)C(═O)OR19, N(R21)C(═O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22, Si(R18R19R20) or Z1Qt; or C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C10 cycloalkyl, C4-C10 alkylcycloalkyl, C4-C10 cycloalkylalkyl, C6-C14 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C8 cycloalkenyl, C1-C8 alkoxy, C3-C8 cycloalkoxy, C4-C10 cycloalkylalkoxy, C2-C8 alkenyloxy, C2-C8 alkynyloxy, C1-C8 alkylthio, C1-C8 alkylsulfinyl, C1-C8 alkylsulfonyl, C3-C8 cycloalkylthio, C3-C8 cycloalkylsulfinyl, C3-C8 cycloalkylsulfonyl, C4-C10 cycloalkylalkylthio, C4-C10 cycloalkylalkylsulfinyl, C4-C10 cycloalkylalkylsulfonyl, C2-C8 alkenylthio, C2-C8 alkenylsulfinyl, C2-C8 alkenylsulfonyl, C2-C8 alkynylthio, C2-C8 alkynylsulfinyl or C2-C8 alkynylsulfonyl, each unsubstituted or substituted with at least one substituent independently selected from R17; or two R15 substituents on adjacent ring atoms are taken together with the adjacent ring atoms to form a 5- to 7-membered carbocyclic or heterocyclic ring, each ring containing ring members selected from carbon atoms and up to 3 heteroatoms independently selected from up to 2 O, up to 2 S, and up to 3 N, wherein up to 2 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring members are independently selected from S(═O)n, each ring optionally substituted with up to 3 substituents independently selected from the group consisting of halogen, cyano, hydroxy, amino, nitro, C(═O)OH, C(═O)NH2, SO2NH2, C1-C4 alkyl, C1-C4 haloalkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C2-C4 haloalkynyl, C3-C7 cycloalkyl, C3-C7 halocycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 haloalkylcycloalkyl, C4-C8 cycloalkylalkyl, C4-C8 halocycloalkylalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C2-C6 alkoxycarbonyl, C2-C6 haloalkoxycarbonyl, C2-C6 alkylcarbonyl and C2-C6 haloalkylcarbonyl; each R16 is independently C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl or C3-C6 cycloalkenyl, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, C1-C4 alkylamino, C2-C8 dialkylamino, C3-C6 cycloalkylamino, C2-C4 alkoxyalkyl, C2-C4 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylcarbonyloxy, C2-C6 alkylcarbonylthio, C2-C6 alkylaminocarbonyl, C3-C8 dialkylaminocarbonyl and C3-C6 trialkylsilyl; or phenyl or a 5- or 6-membered heteroaromatic ring, each unsubstituted or substituted with at least one substituent independently selected from the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C6 cycloalkenyl, halogen, cyano, nitro, CHO, C(═O)OH, C(═O)NH2, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 alkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylthio, C1-C4 haloalkylsulfinyl, C1-C4 haloalkylsulfonyl, C1-C4 alkylamino, C2-C8 dialkylamino, C3-C6 cycloalkylamino, C2-C4 alkoxyalkyl, C2-C4 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylcarbonyloxy, C2-C6 alkylcarbonylthio, C2-C6 alkylaminocarbonyl, C3-C8 dialkylaminocarbonyl and C3-C6 trialkylsilyl; each R17 is independently halogen, cyano, nitro, OH, CHO, C(═O)OH, C(═O)NH2, C(═O)R10, C(═O)OR11, C(═O)NR12R13, OR11, S(O)nR10, SO2NR12R13, Si(R10)3 or Z1Qt; each R18, R19 and R20 is independently Qt; or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl or C3-C6 cycloalkenyl, each unsubstituted or substituted with at least one substituent independently selected from R17; each R21 is independently Qt or H; or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl or C3-C6 cycloalkenyl, each unsubstituted or substituted with at least one substituent independently selected from R17; each R22 and R23 is independently Qt or H; or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C8 cycloalkyl, C4-C8 alkylcycloalkyl, C4-C8 cycloalkylalkyl, C6-C10 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl or C3-C6 cycloalkenyl, each unsubstituted or substituted with at least one substituent independently selected from R17; or R22 and R23 are taken together with the nitrogen atom to which they are attached to form a 3- to 7-membered ring containing ring members selected from carbon atoms and up to 2 heteroatoms independently selected from one O, one S, and up to 2 N, wherein up to 2 carbon atom ring members are independently selected from C(═O) and C(═S) and the sulfur atom ring member is selected from S, S(O) or S(O)2, said ring optionally substituted with up to 4 substituents independently selected from the group consisting of halogen, cyano and C1-C4 alkyl; each R24 is independently H, cyano, OCN, SCN, CHO, C(═O)OH, C(═O)NH2, C(═S)NH2, SO2NH2, C(═O)R18, C(═O)OR18, NHR18, NR18R19, C(═O)NR21R19, C(═S)NR21R19, SO2NR21R19, OC(═O)R21, OC(═O)OR18, OC(═O)NR21R19, N(R21)C(═O)R21, N(R21)C(═O)OR19, N(R21)C(═O)NR21R22, OSO2R18, OSO2NR21R22, NR21SO2R18, NR21SO2NR21R22, Si(R18R19R20) or Z1Qt; or C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C10 cycloalkyl, C4-C10 alkylcycloalkyl, C4-C10 cycloalkylalkyl, C6-C14 cycloalkylcycloalkyl, C5-C10 alkylcycloalkylalkyl, C3-C8 cycloalkenyl, C1-C8 alkoxy, C3-C8 cycloalkoxy, C4-C10 cycloalkylalkoxy, C2-C8 alkenyloxy, C2-C8 alkynyloxy, C1-C8 alkylthio, C1-C8 alkylsulfinyl, C1-C8 alkylsulfonyl, C3-C8 cycloalkylthio, C3-C8 cycloalkylsulfinyl, C3-C8 cycloalkylsulfonyl, C4-C10 cycloalkylalkylthio, C4-C10 cycloalkylalkylsulfinyl, C4-C10 cycloalkylalkylsulfonyl, C2-C8 alkenylthio, C2-C8 alkenylsulfinyl, C2-C8 alkenylsulfonyl, C2-C8 alkynylthio, C2-C8 alkynylsulfinyl or C2-C8 alkynylsulfonyl, each unsubstituted or substituted with at least one substituent independently selected from R17; a is 1, 2 or 3; each n is independently 0, 1 or 2; and u and z in each instance of S(═O)u(═NR24)z are independently 0, 1 or 2, provided that the sum of u and z in each instance of S(═O)u(═NR24)z is 0, 1 or 2; provided that when A is O, S, NCH3 or C(R3c)═C(R3d), R3c is H or F, and R3d is H, F, CF2H or CF3, then at least one of R3a or R3b is other than H.
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