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AR049448A1 - BICICLOOCTENOS SUBSTITUTED AND USES AS HERBICIDES - Google Patents

BICICLOOCTENOS SUBSTITUTED AND USES AS HERBICIDES

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Publication number
AR049448A1
AR049448A1 ARP050102543A ARP050102543A AR049448A1 AR 049448 A1 AR049448 A1 AR 049448A1 AR P050102543 A ARP050102543 A AR P050102543A AR P050102543 A ARP050102543 A AR P050102543A AR 049448 A1 AR049448 A1 AR 049448A1
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Argentina
Prior art keywords
alkyl
alkoxy
alkylthio
alkoxycarbonyl
alkylsulfonyl
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ARP050102543A
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Spanish (es)
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Syngenta Participations Ag
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/08—Bridged systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/24—Sulfones; Sulfoxides having sulfone or sulfoxide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/512—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being a free hydroxyl group
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • C07C45/59—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in five-membered rings
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    • C07—ORGANIC CHEMISTRY
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    • C07C49/385—Saturated compounds containing a keto group being part of a ring
    • C07C49/417—Saturated compounds containing a keto group being part of a ring polycyclic
    • C07C49/423—Saturated compounds containing a keto group being part of a ring polycyclic a keto group being part of a condensed ring system
    • C07C49/427—Saturated compounds containing a keto group being part of a ring polycyclic a keto group being part of a condensed ring system having two rings
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    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/613—Unsaturated compounds containing a keto groups being part of a ring polycyclic
    • C07C49/617—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system
    • C07C49/623—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings
    • C07C49/633—Unsaturated compounds containing a keto groups being part of a ring polycyclic a keto group being part of a condensed ring system having two rings the condensed ring system containing eight or nine carbon atoms
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    • C07—ORGANIC CHEMISTRY
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    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
    • C07C49/693—Unsaturated compounds containing a keto groups being part of a ring containing halogen polycyclic
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
    • C07C49/723—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups polycyclic
    • C07C49/727—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups polycyclic a keto group being part of a condensed ring system
    • C07C49/733—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups polycyclic a keto group being part of a condensed ring system having two rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/04—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/12—Radicals substituted by oxygen atoms
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
    • C07C2602/44—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing eight carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Reivindicacion 1: Un compuesto de formula (1) en donde: Y es O, -N(R4a)-, S, sulfinilo, sulfonilo, -C(O)-, -C(=NR4b)-, -C(=R6aR6b)- o una cadena alquileno C1-4 o alquenileno C2-4 que puede estar interrumpida por O, -N(R5a), S, sulfinilo, sulfonilo, - C(O)- o por -C(=NR5b)-, o sustituida una o más veces con R6; R4a y R5a son, cada uno de manera independiente del otro, H, alquilo C1-6, haloalquilo C1-6, ciano, formilo, alquilcarbonilo C1-6, alcoxicarbonilo C1-6, carbamoilo, alquilaminocarbonilo C1- 6, di(alquilamino C1-6)carbonilo, di(alquilamino C1-6)sulfonilo, cicloalquilcarbonilo C3-6, alquilsulfonilo C1-6, fenilcarbonilo, fenilaminocarbonilo o fenilsulfonilo, donde los grupos fenilo pueden, a su vez, estar sustituidos una, dos, tres, cuatro o cinco veces con alquilo C1-6, haloalquilo C1-6, alcoxi C1-6, haloalcoxi C1-6, halogeno, ciano, hidroxi o nitro; R4b y R5b son, cada uno de manera independiente del otro, hidroxi, alcoxi C1-6, alqueniloxi C3-6, alquiniloxi C3-6 o benciloxi, donde el grupo fenilo del grupo bencilo puede, a su vez, estar sustituido una, dos, tres, cuatro o cinco veces con alquilo C1-6, haloalquilo C1-6, alcoxi C1-6, haloalcoxi C1-6, halogeno, ciano, hidroxi o nitro; R6a es H, alquilo C1-6, alquilcarbonilo C1-6 o alquilcarboniloxi C1-6; R6b es H o alquilo C1-6; o R6a junto con R6b es una cadena alquileno C2-5; A1 es N o CR7; A2 es N o CR8; R1, R2, R6, R7 y R8 son, cada uno de manera independiente de los otros, H, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, halogeno, hidroxi, mercapto, nitro, ciano, alcoxicarbonilo C1-6, alquilcarbonilo C1-6, formilo, hidroxiiminometileno, alcoxiiminometileno C1-6, alcoxi C1-6, haloalcoxi C1-6, alqueniloxi C3-6, alquiniloxi C3-6, alcoxi C1-4-alcoxi C1-2, alcoxi C1-6-carboniloxi, alquilcarboniloxi C1-6, alquiltio C1-6, alquilsulfonilo C1-6, alquilsulfinilo C1-6, -N(R9R10), tri(alquilo C1-6)sililo, fenil-di(alquilo C1-6)sililo, tri(alquilo C1-6)sililoxi, benciloxi, U1 o -OU1a; o R1, R2, R6, R7 y R8 son, cada uno de manera independiente de los otros, un grupo metilo, vinilo o etinilo, sustituido una vez, dos veces o tres veces, o segun sea aplicable, una vez con halogeno, hidroxi, mercapto, nitro, ciano, formilo, alcoxi C1-6, alqueniloxi C3-6, alquiniloxi C3-6, haloalcoxi C1-6, alcoxi C1-4-alcoxi C1-2, alcoxicarboniloxi C1-4, alquilcarboniloxi C1-4, alcoxicarbonilo C1-4, alquilcarbonilo C1-4, alquiltio C1-6, alquilsulfinilo C1-6, alquilsulfonilo C1-6, N(R12R13), cicloalquilo C3-6, tri(alquilo C1-6)sililo, fenil-di(alquilo C1-6)sililo, tri(alquilo C1-6)sililoxi, U2 o -OU2a; o R1, R2, R6, R7 y R8 son, cada uno de manera independiente de los otros, un grupo alquilo C2-6, alquenilo C3-6 o alquinilo C3-6, interrumpido una vez o dos veces con O, S, sulfinilo, sulfonilo, -N(R15)- o con -C(O)-, con la condicion de que dos átomos de O, dos átomos de S, o un átomo de O y un átomo de S no pueden estar adyacentes entre sí; o está sustituido una o más veces con hidroxi, mercapto, nitro, ciano, halogeno, formilo, alcoxi C1-6, alqueniloxi C3-6, alquiniloxi C3-6, haloalcoxi C1-6, alcoxi C1-4-alcoxi C1-2, alcoxi C1-4carboniloxi, alquilcarboniloxi C1-4, alcoxicarbonilo C1-4, alquilcarbonilo C1-4, alquiltio C1-6, alquilsulfinilo C1-6, alquilsulfonilo C1-6, N(R16R17), cicloalquilo C3-6, tri(alquilo C1-6)sililo, fenil-di(alquilo C1-6)sililo, tri(alquilo C1-6)sililoxi, U4 o -OU4a; o dos sustituyentes R6 en el mismo átomo de C forman juntos una cadena alquileno C2-4 en la cual uno o dos átomos de C de la cadena alquileno C2-4 pueden haber sido reemplazados por O, S, sulfinilo o sulfonilo, o que puede estar sustituida una o más veces con R6c, con la condicion de que dos heteroátomos no pueden estar adyacentes entre sí; o dos sustituyentes R6 en diferentes átomos de C forman juntos un puente de oxígeno o una cadena alquileno C1-4 que, a su vez, puede estar sustituida una o más veces con R6d; o R7 y R8 forman juntos un puente -CH=CH-CH=CH- o una cadena alquileno C2-4 en la cual uno o dos átomos de C de la cadena alquileno C2-4 pueden haber sido reemplazados por O, S, sulfinilo o sulfonilo, o que puede estar sustituida una o más veces con R6e, con la condicion de que dos heteroátomos no pueden estar adyacentes entre sí; R9, R13, R15 y R17 son, cada uno de manera independiente de los otros, H, alquilo C1-6, haloalquilo C1-6, alquilcarbonilo C1-6, alcoxicarbonilo C1-6, alquilsulfonilo C1-6 o U9; R10, R12 y R16 son, cada uno de manera independiente de los otros, H o alquilo C1-6; R6c, R6d y R6e son, cada uno de manera independiente de los otros, alquilo C1-6 o haloalquilo C1-6; R3 es hidroxi, O-M+, halogeno, alcoxi C1-8, mercapto, alquiltio C1-8, alquilsulfinilo C1-8, alquilsulfonilo C1-8, haloalquiltio C1-8, haloalquilsulfinilo C1-8, haloalquilsulfonilo C1-8, alcoxi C1-4-alquiltio C1-4, alcoxi C1-4-alquilsulfinilo C1-4, alcoxi C1-4-alquilsulfonilo C1-4, alqueniltio C3-8, alquiniltio C3-8, alquiltio C1-4- alquiltio C1-4, alqueniltio C3-4-alquiltio C1-4, alcoxicarbonilo C1-4-alquiltio C1-4, alcoxicarbonilo C1-4-alquilsulfinilo C1-4, alcoxicarbonilo C1-4-alquilsulfonilo C1-4, U3-S(O)n1-, fenil-alquiltio C1-4, fenil-alquilsulfinilo C1-4 o fenil- alquilsulfonilo C1-4, donde los grupos que contienen fenilo, a su vez, pueden estar sustituidos una, dos, tres, cuatro o cinco veces en el grupo fenilo con alquilo C1-3, haloalquilo C1-3, alcoxi C1-3, haloalcoxi C1-3, alcoxicarbonilo C1-4, halogeno, ciano, hidroxi o nitro; n1 es 0, 1 o 2; M+ es un cation metálico alcalino o cation de amonio; y en donde: Q es un grupo fenilo que tiene uno, dos, tres o cuatro sustituyentes R02 idénticos o diferentes; cada R02 es, de manera independiente de los otros, halogeno, alquilo C1-6, haloalquilo C1-6, alquenilo C2-6, haloalquenilo C2-6, alquinilo C2-6, haloalquinilo C2-6, alcoxi C1-6, haloalcoxi C1-6, alqueniloxi C3-6, haloalqueniloxi C3-6, alquiniloxi C3-6, haloalquiniloxi C3-6, alcoxi C1-6-alcoxi C1-6, ciano-alcoxi C1-6, ciano-alqueniloxi C1-6, alcoxicarbonilo C1-6-alcoxi C1-6, aminocarbonilo-alcoxi C1-6, alquilaminocarbonilo C1-6-alcoxi C1-6, di-(alquilo C1-6)aminocarbonilo-alcoxi C1-6, alquilcarbonilamino C1-6-alcoxi C1-6, N-(alquilo C1-4)- alquilcarbonilamino C1-4-alcoxi C1-6, [di(alquilo C1-6)aminocarbonil]amino-alcoxi C1-6, N-(alquilo C1-4)-[di(alquilo C1-6)aminocarbonil]amino-alcoxi C1-6, alcoxicarboniloxi C1-6-alcoxi C1-6, alcoxicarbonilamino C1-6-alcoxi C1-6, N-(alquilo C1-4)- alcoxicarbonilamino C1-6-alcoxi C1-6, alquiltio C1-6-alcoxi C1-6, alquilsulfinilo C1-6-alcoxi C1-6, alquilsulfonilo C1-6-alcoxi C1-6, alquilsulfoniloxi C1-6, haloalquilsulfoniloxi C1-6, alquiltio C1-6, alquilsulfinilo C1-6, alquilsulfonilo C1-6, haloalquiltio C1-6, haloalquilsulfinilo C1-6, haloalquilsulfonilo C1-6, alcoxi C1-6-alquiltio C1-6, alcoxi C1-6-alquilsulfinilo C1-6, alcoxi C1-6-alquilsulfonilo C1-6, alcoxicarbonilo C1-6-alquiltio C1-6, alcoxicarbonilo C1-6-alquilsulfinilo C1-6, alcoxicarbonilo C1-6-alquilsulfonilo C1-6, alcoxicarbonilo C1-6, alquilcarbonilo C1-6, N(R036R037), N(R038R039)SO2, R019SO2N(R018), nitro, ciano, hidroxi, formilo, CH(=NR040), hidroxi-alquilo C1-6, alcoxi C1-6-alquilo C1-6, haloalcoxi C1-6-alquilo C1-6, alquilcarboniloxi C1-6-alquilo C1-6, alquilcarbonilamino C1-6-alquilo C1-6, N-(alquilo C1-4)-alquilcarbonilamino C1-6-alquilo C1-6, alcoxicarboniloxi C1-6-alquilo C1-6, alcoxicarbonilamino C1-6-alquilo C1-6, N-(alquilo C1-4)-(alcoxicarbonilo C1-6)-amino-alquilo C1-6, alquilaminocarbonilamino C1-6-alquilo C1-6, N-(alquilo C1-4)-(alquilaminocarbonilo C1-6)amino-alquilo C1-6, di(alquilo C1-6)aminocarbonilamino-alquilo C1-6, N-(alquilo C1-4)-[di(alquilo C1-6)aminocarbonil]amino-alquilo C1- 6, alquiltio C1-6-alquilo C1-6, alquilsulfinilo C1-6-alquilo C1-6, alquilsulfonilo C1-6-alquilo C1-6, R025SO2N(R024)-alquilo C1-6, rodano-alquilo C1-6, ciano-alquilo C1-6, alqueniloxi C3-6-alquilo C1-6, haloalqueniloxi C3-6-alquilo C1-6, alquiniloxi C3-6-alquilo C1-6, haloalquiniloxi C3-6-alquilo C1-6, alcoxi C1-6-alcoxi C1-6-alquilo C1-3, haloalcoxi C1-6-alcoxi C1-6-alquilo C1-3, alcoxi C1-4-alcoxi C1-4-alcoxi C1-4-alquilo C1-3, alcoxi C1-4-alcoxi C1-4-alcoxi C1-4-alcoxi C1-4-alquilo C1-3, alquilcarboniloxi C1-6-alcoxi C1-6-alquilo C1-3, alcoxicarbonilo C1-6-alcoxi C1-6-alquilo C1-3, alquiltio C1-6-alcoxi C1-6-alquilo C1-3, alcoxicarbonilo C1-6-alquiltio C1-6-alquilo C1-3, alcoxicarbonilo C1-6-alquilsulfinilo C1-6-alquilo C1-3 o alcoxicarbonilo C1-6-alquilsulfonilo C1-6-alquilo C1-3; o cada R02 de manera independiente de los otros es un sistema de anillo monocíclico o bicíclico de tres a diez miembros, que puede ser aromático, parcialmente saturado o completamente saturado, y puede contener uno, dos, tres o cuatro heteroátomos seleccionados de N, O y S, y en el cual uno o dos átomos de C del sistema de anillo pueden haber sido reemplazados por un grupo carbonilo, tiocarbonilo, sulfinilo, sulfonilo o -C(=NR052)-, y en donde el sistema de anillo está enlazado al grupo Q directamente, por medio de un grupo -C(R046)=C(R047)-, -CsC-, -C(O)-, -C(O)O-, -O-, -OC(O)-, -ON(R048)-, -ON=C(R053)-, -N(R049)-, -N(R050)C(O)-, -C(O)N(R051)-, -S-, -S(O)-, -SO2-, -SO2N(R041)- o - N(R042)SO2, o por medio de una cadena alquileno C1-4 que puede estar interrumpida por -C(R046a)=C(R047a)-, -CsC-, -C(O)-, -C(O)O-, -O-, -OC(O)-, -ON(R048a)-, -ON=C(R053a)-, -N(R049a)-, -N(R050a)C(O)-, -C(O)N(R051a)-, -S-, -S(O)-, -SO2-, -SO2N(R043)- o por -N(R044)SO2-, y que está sustituida una o más veces, en un átomo de C de la cadena, con alquilo C1-3, y donde el sistema de anillo en sí puede estar sustituido una, dos o tres veces con halogeno, alquilo C1-6, haloalquilo C1-6, alquenilo C2-6, haloalquenilo C2-6, alquinilo C2-6, haloalquinilo C2-6, alcoxi C1-6, haloalcoxi C1-6, alqueniloxi C3-6, haloalqueniloxi C3-6, alquiniloxi C3-6, alquiltio C1-6, haloalquiltio C1-6, alqueniltio C3-6, haloalqueniltio C3-6, alquiniltio C3-6, alcoxi C1-4- alquiltio C1-3, alquilcarbonilo C1-4-alquiltio C1-3, alcoxicarbonilo C1-4-alquiltio C1-3, ciano-alquiltio C1-3, alquiClaim 1: A compound of formula (1) wherein: Y is O, -N (R4a) -, S, sulfinyl, sulfonyl, -C (O) -, -C (= NR4b) -, -C (= R6aR6b ) - or a C1-4 alkylene or C2-4 alkenylene chain which may be interrupted by O, -N (R5a), S, sulfinyl, sulfonyl, - C (O) - or by -C (= NR5b) -, or substituted one or more times with R6; R4a and R5a are each independently of the other, H, C1-6 alkyl, C1-6 haloalkyl, cyano, formyl, C1-6 alkylcarbonyl, C1-6 alkoxycarbonyl, carbamoyl, C1-6 alkylaminocarbonyl, di (C1 alkylamino -6) carbonyl, di (C1-6 alkylamino) sulfonyl, C3-6 cycloalkylcarbonyl, C1-6 alkylsulfonyl, phenylcarbonyl, phenylaminocarbonyl or phenylsulfonyl, where the phenyl groups may, in turn, be substituted one, two, three, four or five times with C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, halogen, cyano, hydroxy or nitro; R4b and R5b are each independently of the other, hydroxy, C1-6 alkoxy, C3-6 alkenyloxy, C3-6 alkynyloxy or benzyloxy, where the phenyl group of the benzyl group may, in turn, be substituted one, two , three, four or five times with C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, halogen, cyano, hydroxy or nitro; R6a is H, C1-6 alkyl, C1-6 alkylcarbonyl or C1-6 alkylcarbonyloxy; R6b is H or C1-6 alkyl; or R6a together with R6b is a C2-5 alkylene chain; A1 is N or CR7; A2 is N or CR8; R1, R2, R6, R7 and R8 are each independently of the others, H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, halogen, hydroxy, mercapto, nitro, cyano, C1- alkoxycarbonyl 6, C1-6 alkylcarbonyl, formyl, hydroxyiminomethylene, C1-6 alkoxyiminomethylene, C1-6 alkoxy, C1-6 haloalkoxy, C3-6 alkenyloxy, C3-6 alkynyloxy, C1-4 alkoxy-C1-2 alkoxy, C1-6 alkoxy -carbonyloxy, C1-6 alkylcarbonyloxy, C1-6 alkylthio, C1-6 alkylsulfonyl, C1-6 alkylsulfinyl, -N (R9R10), tri (C1-6 alkyl) silyl, phenyl-di (C1-6 alkyl) silyl, tri (C1-6 alkyl) silyloxy, benzyloxy, U1 or -OU1a; or R1, R2, R6, R7 and R8 are, each independently of the others, a methyl, vinyl or ethynyl group, substituted once, twice or three times, or as applicable, once with halogen, hydroxy , mercapto, nitro, cyano, formyl, C1-6 alkoxy, C3-6 alkenyloxy, C3-6 alkynyloxy, C1-6 haloalkoxy, C1-4 alkoxy-C1-2 alkoxy, C1-4 alkoxycarbonyloxy, C1-4 alkylcarbonyloxy, alkoxycarbonyl C1-4, C1-4 alkylcarbonyl, C1-6 alkylthio, C1-6 alkylsulfinyl, C1-6 alkylsulfonyl, N (R12R13), C3-6 cycloalkyl, tri (C1-6 alkyl) silyl, phenyl di (C1- alkyl 6) silyl, tri (C1-6 alkyl) silyloxy, U2 or -OU2a; or R1, R2, R6, R7 and R8 are each independently of the others, a C2-6 alkyl, C3-6 alkenyl or C3-6 alkynyl group, interrupted once or twice with O, S, sulfinyl , sulfonyl, -N (R15) - or with -C (O) -, with the proviso that two atoms of O, two atoms of S, or one atom of O and one atom of S cannot be adjacent to each other; or is substituted one or more times with hydroxy, mercapto, nitro, cyano, halogen, formyl, C1-6 alkoxy, C3-6 alkenyloxy, C3-6 alkynyloxy, C1-6 haloalkoxy, C1-4 alkoxy-C1-2 alkoxy, C1-4 alkoxycarbonyloxy, C1-4 alkylcarbonyloxy, C1-4 alkoxycarbonyl, C1-4 alkylcarbonyl, C1-6 alkylthio, C1-6 alkylsulfinyl, C1-6 alkylsulfonyl, N (R16R17), C3-6 cycloalkyl, tri (C1- alkyl 6) silyl, phenyl-di (C1-6 alkyl) silyl, tri (C1-6 alkyl) silyloxy, U4 or -OU4a; or two R6 substituents on the same C atom together form a C2-4 alkylene chain in which one or two C atoms of the C2-4 alkylene chain may have been replaced by O, S, sulfinyl or sulfonyl, or which may be substituted one or more times with R6c, with the proviso that two heteroatoms cannot be adjacent to each other; or two R6 substituents on different C atoms together form an oxygen bridge or a C1-4 alkylene chain which, in turn, may be substituted one or more times with R6d; or R7 and R8 together form a bridge -CH = CH-CH = CH- or a C2-4 alkylene chain in which one or two C atoms of the C2-4 alkylene chain may have been replaced by O, S, sulfinyl or sulfonyl, or which may be substituted one or more times with R6e, with the proviso that two heteroatoms cannot be adjacent to each other; R9, R13, R15 and R17 are each independently of the others, H, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkylcarbonyl, C1-6 alkoxycarbonyl, C1-6 alkylsulfonyl or U9; R10, R12 and R16 are each independently of the others, H or C1-6 alkyl; R6c, R6d and R6e are each independently of the others, C1-6 alkyl or C1-6 haloalkyl; R3 is hydroxy, O-M +, halogen, C1-8 alkoxy, mercapto, C1-8 alkylthio, C1-8 alkylsulfinyl, C1-8 alkylsulphonyl, C1-8 haloalkylthio, C1-8 haloalkylsulfinyl, C1-8 haloalkylsulfonyl, C1- alkoxy 4-C 1-4 alkylthio, C 1-4 alkoxy-C 1-4 alkylsulfinyl, C 1-4 alkoxyC 1-4 alkylsulfonyl, C 3-8 alkenylthio, C 3-8 alkynylthio, C 1-4 alkylthio- C 1-4 alkylthio, C3- alkenylthio 4-C 1-4 alkylthio, C 1-4 alkoxycarbonylC 1-4 alkylthio, C 1-4 alkoxycarbonylC 1-4 alkylsulfinyl, C 1-4 alkoxycarbonylC 1-4 alkylsulfonyl, U3-S (O) n1-, phenyl-C 1- alkylthio -4, phenylC 1-4 alkylsulfinyl or phenylC 1-4 alkylsulfonyl, where the groups containing phenyl, in turn, can be substituted once, twice, three, four or five times in the phenyl group with C1-3 alkyl , C1-3 haloalkyl, C1-3 alkoxy, C1-3 haloalkoxy, C1-4 alkoxycarbonyl, halogen, cyano, hydroxy or nitro; n1 is 0, 1 or 2; M + is an alkali metal cation or ammonium cation; and wherein: Q is a phenyl group having one, two, three or four identical or different R02 substituents; each R02 is, independently of the others, halogen, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C1-6 alkoxy, C1 haloalkoxy -6, C3-6 alkenyloxy, C3-6 haloalkenyloxy, C3-6 alkynyloxy, C3-6 haloalkyloxy, C1-6 alkoxy-C1-6 alkoxy, cyano-C1-6 alkoxy, cyano-C1-6 alkenyloxy, C1- alkoxycarbonyl 6-C 1-6 alkoxy, aminocarbonyl-C 1-6 alkoxy, C 1-6 alkylaminocarbonyl, C 1-6 alkoxy, di- (C 1-6 alkyl) aminocarbonyl-C 1-6 alkoxy, C 1-6 alkylcarbonylamino-C 1-6 alkoxy, N - (C1-4 alkyl) - C1-4 alkylcarbonylamino-C1-6 alkoxy, [di (C1-6 alkyl) aminocarbonyl] amino-C1-6 alkoxy, N- (C1-4 alkyl) - [di (C1- alkyl) 6) aminocarbonyl] amino C1-6 alkoxy, C1-6 alkoxycarbonyloxy-C1-6 alkoxy, C1-6 alkoxycarbonylamino-C1-6 alkoxy, N- (C1-4 alkyl) -C 1-6 alkoxycarbonylamino-C1-6 alkoxy, C 1-6 alkylthio-C 1-6 alkoxy, C 1-6 alkylsulfinyl-C 1-6 alkoxy, C 1-6 alkylsulfonyl, C 1-6 alkoxy, C 1-6 alkylsulfonyloxy, C 1-6 haloalkylsulfonyloxy, C 1-6 alkylthio, alkyl C1-6 sulfinyl, C1-6 alkylsulfonyl, C1-6 haloalkylthio, C1-6 haloalkylsulfinyl, C1-6 haloalkylsulfonyl, C1-6 alkoxy C1-6 alkylthio, C1-6 alkoxy C1-6 alkylsulfinyl, C1-6 alkoxy C1-6 alkylsulfonyl, C1-6 alkoxycarbonyl C1-6 alkylthio, C1-6 alkoxycarbonyl C1-6 alkylsulfinyl, C1-6 alkoxycarbonyl C1-6 alkylsulfonyl, C1-6 alkoxycarbonyl, C1-6 alkylcarbonyl, N (R036R037), N (R038R039) SO2, R019SO2N (R018), nitro, cyano, hydroxy, formyl, CH (= NR040), hydroxy-C1-6 alkyl, C1-6 alkoxy-C1-6 alkyl, C1-6 haloalkoxy-C1- alkyl 6, C1-6 alkylcarbonyloxy-C1-6 alkyl, C1-6 alkylcarbonylamino-C1-6 alkyl, N- (C1-4 alkyl) -C 1-6 alkylcarbonylamino-C1-6 alkyl, C1-6 alkoxycarbonyloxy-C1-6 alkyl , C1-6 alkoxycarbonylamino-C1-6 alkyl, N- (C1-4 alkyl) - (C1-6 alkoxycarbonyl) -amino-C1-6 alkyl, C1-6 alkylaminocarbonylamino-C1-6 alkyl, N- (C1- alkyl 4) - (C 1-6 alkylaminocarbonyl) amino C 1-6 alkyl, di (C 1-6 alkyl) aminocarbonylamino C 1-6 alkyl, N- (C 1-4 alkyl) - [di (C 1-6 alkyl) a minocarbonyl] amino C1-6 alkyl, C1-6 alkylthio-C1-6 alkyl, C1-6 alkylsulfinyl, C1-6 alkyl, C1-6 alkylsulfonyl, C1-6 alkyl, R025SO2N (R024) -C1-6 alkyl, rhodan -C 1-6 alkyl, cyano-C 1-6 alkyl, C 3-6 alkenyloxy, C 1-6 alkyl, C 3-6 haloalkyloxy-C 1-6 alkyl, C 3-6 alkynyloxy-C 1-6 alkyl, C 3-6 haloalkyloxy-C 1-6 alkyl -6, C1-6 alkoxy-C1-6 alkoxy-C1-3 alkyl, C1-6 haloalkoxy-C1-6 alkoxy-C1-3 alkyl, C1-4 alkoxy-C1-4 alkoxy-C1-4 alkoxy-C1 alkyl -3, C1-4 alkoxy-C1-4 alkoxy-C1-4 alkoxy-C1-4 alkoxy-C1-3 alkyl, C1-6 alkylcarbonyloxy-C1-3 alkoxy-C1-3 alkyl, C1-6 alkoxycarbonyl-C1 alkoxy -6-C1-3 alkyl, C1-6 alkylthio-C1-6 alkoxy-C1-3 alkyl, C1-6 alkoxycarbonyl C1-6 alkyl-C1-3 alkyl, C1-6 alkoxycarbonyl C1-6 alkylsulfinyl C1-6 alkyl -3 or C1-6 alkoxycarbonyl-C1-6 alkylsulfonyl-C1-3 alkyl; or each R2 independently of the others is a three to ten membered monocyclic or bicyclic ring system, which may be aromatic, partially saturated or completely saturated, and may contain one, two, three or four heteroatoms selected from N, O and S, and in which one or two C atoms of the ring system may have been replaced by a carbonyl, thiocarbonyl, sulfinyl, sulfonyl or -C (= NR052) - group, and where the ring system is linked to the group Q directly, by means of a group -C (R046) = C (R047) -, -CsC-, -C (O) -, -C (O) O-, -O-, -OC (O) - , -ON (R048) -, -ON = C (R053) -, -N (R049) -, -N (R050) C (O) -, -C (O) N (R051) -, -S-, -S (O) -, -SO2-, -SO2N (R041) - or - N (R042) SO2, or by means of a C1-4 alkylene chain that may be interrupted by -C (R046a) = C (R047a) -, -CsC-, -C (O) -, -C (O) O-, -O-, -OC (O) -, -ON (R048a) -, -ON = C (R053a) -, -N (R049a) -, -N (R050a) C (O) -, -C (O) N (R051a) -, -S-, -S (O) -, -SO2-, -SO2N (R043) - or by -N (R044) SO2-, and that one or more is substituted times, in a C-atom of the chain, with C1-3 alkyl, and where the ring system itself can be substituted once, twice or three times with halogen, C1-6 alkyl, C1-6 haloalkyl, C2- alkenyl 6, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C1-6 alkoxy, C1-6 haloalkoxy, C3-6 alkyloxy, C3-6 haloalkenyloxy, C3-6 alkynyloxy, C1-6 alkylthio, C1- haloalkylthio 6, C3-6 alkenylthio, C3-6 haloalkenylthio, C3-6alkylthio, C1-4alkoxyC1-3 alkylthio, C1-4alkylcarbonyl C1-3alkylcarbonyl C1-4alkylcarbonyl C1-3alkyl alkylthio C1-3, here

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