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1.
公开(公告)号:EP3896058A3
公开(公告)日:2022-01-12
申请号:EP21175826.3
申请日:2012-09-28
发明人: SMEJKAL, Tomas , SMITS, Helmars , WENDEBORN, Sebastian, Volker , BERTHON, Guillaume , CASSAYRE, Jérôme, Yves , EL QACEMI, Myriem
IPC分类号: C07D207/08 , C07D207/267 , C07D207/333 , C07D207/40 , C07D307/46 , C07D409/12
摘要: The present invention relates to processes for the enantio-selective preparation of spyrrolidine derivatives useful in the manufacture of pesticidally active compounds, as well as to intermedates in the processes. The processes include those comprising
(a-i) reacting a compound of formula Ia
wherein
P is alkyl, aryl or heteroaryl, each optionally substituted, wherein the heteroaryl is connected at P via a ring carbon atom;
R 1 is chlorodifluoromethyl or trifluoromethyl;
R 2 is aryl or heteroaryl, each optionally substituted;
with a source of cyanide in the presence a chiral catalyst to give a compound of formula IIa
wherein P, R 1 and R 2 are as defined for the compound of formula Ia; and
(a-ii) oxidising the compound of formula IIa with a peroxy acid, or peroxide in the presence of an acid to give a compound of formula VI
wherein R 1 and R 2 are as defined for the compound of formula Ia.-
公开(公告)号:EP3601275A1
公开(公告)日:2020-02-05
申请号:EP18712896.2
申请日:2018-03-22
IPC分类号: C07D413/14 , A01N43/80 , C07D413/12 , C07D417/12
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公开(公告)号:EP2748155A1
公开(公告)日:2014-07-02
申请号:EP12748717.1
申请日:2012-08-24
IPC分类号: C07D331/04 , C07D409/12 , C07D413/12 , A01N43/36 , A01N43/80
CPC分类号: A01N43/20 , A01N43/40 , A01N43/54 , A01N43/80 , C07D331/04 , C07D413/12
摘要: The present invention provides compounds of formula (I), wherein G
1 is oxygen; R
1 is hydrogen; R
2 is group P (P) L is a bond, methylene or ethylene; one of A
1 and A
2 is S, SO or SO
2 and the other is -C(R
4 )R
4 -R
3 is hydrogen or methyl; each R
4 is independently hydrogen or methyl; Y
1 is C-R
6 , CH or nitrogen; Y
2 and Y
3 are independently CH or nitrogen; wherein no more than two of Y
1 , Y
2 and Y
3 are nitrogen and wherein Y
2 and Y
3 are not both nitrogen; R
5 is hydrogen, halogen, cyano, nitro, NH
2 , C
1 -C
2 alkyl, C
1 -C
2 haloalkyl, C
3 -C
5 cycloalkyl, C
3 -C
5 halocycloalkyl, C
1 -C
2 alkoxy, C
1 -C
2 haloalkoxy; R
6 together with R
5 forms a -CH=CH-CH=CH- bridge; X
2 is C-X
6 or nitrogen; X
1 , X
3 and X
6 are independently hydrogen, halogen or trihalomethyl, wherein at least two of X
1 , X
3 and X
6 are not hydrogen; X
4 is trifluoromethyl, difluoromethyl or chlorodifluoromethyl. The invention also provides intermediates useful for the preparation of compounds of formula (I), as well as methods of controlling insects, acarines, nematodes or molluscs using the compounds of formula (I).摘要翻译: 本发明提供了式(I)的化合物,其中G 1是氧; R 1是氢; R 2是基团P(P)L是键,亚甲基或亚乙基; A 1和A 2中的一个是S,SO或SO 2,另一个是-C(R 4)R 4 -R 3是氢或甲基; 每个R 4独立地为氢或甲基; Y 1是C-R 6,CH或氮; Y 2和Y 3独立地为CH或氮; 其中Y 1,Y 2和Y 3中不多于两个是氮,并且其中Y 2和Y 3不都是氮; 卤素,氰基,硝基,NH 2,C 1 -C 2烷基,C 1 -C 2卤代烷基,C 3 -C 5环烷基,C 3 -C 5卤代环烷基,C 1 -C 2烷氧基,C 1 -C 2卤代烷氧基; R 6与R 5一起形成-CH = CH-CH = CH-桥; X 2是C-X 6或氮; X 1,X 3和X 6独立地为氢,卤素或三卤代甲基,其中X 1,X 3和X 6中的至少两个不是氢; X 4是三氟甲基,二氟甲基或氯二氟甲基。 本发明还提供可用于制备式(I)化合物的中间体,以及使用式(I)化合物防治昆虫,螨,线虫或软体动物的方法。
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公开(公告)号:EP2331515B1
公开(公告)日:2013-07-10
申请号:EP09781036.0
申请日:2009-07-24
发明人: PITTERNA, Thomas , EL QACEMI, Myriem , BOBOSIK, Vladimir , RENOLD, Peter , CASSAYRE, Jérôme, Yves , JUNG, Pierre, Joseph, Marcel.
IPC分类号: C07D261/02 , C07D413/12 , A01N43/80 , A61P29/00
CPC分类号: C07D261/02 , A01N43/80 , C07D413/12
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公开(公告)号:EP3601241A1
公开(公告)日:2020-02-05
申请号:EP18712894.7
申请日:2018-03-22
IPC分类号: C07D261/04 , C07D413/04 , A01N43/80
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公开(公告)号:EP2917201B1
公开(公告)日:2017-12-20
申请号:EP13788779.0
申请日:2013-11-08
发明人: EL QACEMI, Myriem , CASSAYRE, Jérôme, Yves , BERTHON, Guillaume , RAWAL, Girish , PATRE, Rupesh
IPC分类号: C07D333/12 , C07D333/48 , A01N43/10 , A01N43/40 , A01N43/80 , A01P7/04
CPC分类号: A01N43/10 , A01N37/10 , A01N43/20 , A01N43/40 , A01N43/653 , A01N43/80 , C07D333/24 , C07D333/32 , C07D333/38 , C07D333/40 , C07D333/48 , C07D409/10 , C07D409/12 , C07D413/12
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公开(公告)号:EP2763970A1
公开(公告)日:2014-08-13
申请号:EP12769633.4
申请日:2012-09-28
IPC分类号: C07D261/04 , C07D413/14 , A01N43/80
CPC分类号: A01N43/80 , C07D261/04 , C07D413/14 , A01N2300/00
摘要: The present invention provides compounds of formula I wherein G
1 is oxygen; R
1 is hydrogen; R
2 is group P L is a bond, methylene or ethylene; R
3 is hydrogen; R
4 is independently hydrogen, cyano, cyano-C
1 -C
8 alkyl, C
1 -C
8 alkyl, C
1 -C
8 haloalkyl, C
3 -C
8 cycloalkyl, C
3 -C
8 cycloalkyl where one carbon atom is replaced by O, S, S(O) or SO
2 , or C
3 - Cgcycloalkyl-C
1 -C
8 alkyl, C
3 -C
8 cycloalkyl-C
1 -C
8 alkyl where one carbon atom in the cycloalkyl group is replaced by O, S, S(O) or SO
2 , or C
3 -C
8 cycloalkyl-C
1 -C
8 haloalkyl, C
1 -C
8 hydroxyalkyl, C
1 -C
8 alkoxy-C
1 -C
8 alkyl, C
2 -C
8 alkenyl, C
2 -C
8 haloalkenyl, C
2 -C
8 alkynyl, C
2 -C
8 haloalkynyl, phenyl, phenyl substituted by one to three R
6 , phenyl-C
1 -C
4 alkyl, phenyl-C
1 -C
4 alkyl wherein the phenyl moiety is substituted by one to three R
6 , 5-6 membered heteroaryl-C
1 -C
4 alkyl or 5-6 membered heteroaryl-C
1 -C
4 alkyl wherein the heteroaryl moiety is substituted by one to three R6, or C
1 -C
4 alkyl-(C
1 -C
4 alkyl-O-N=)C-CH
2 -; each R
6 is independently halogen, cyano, nitro, C
1 -C
8 alkyl, C
1 -C
8 haloalkyl, C
1 -C
8 alkoxy, or C
1 - C
8 haloalkoxy; Y
1 , Y
2 and Y
3 are independently CH or nitrogen; wherein no more than two of Y
1 , Y
2 and Y
3 are nitrogen and wherein Y
2 and Y
3 are not both nitrogen; R
5 is hydrogen, halogen, cyano, nitro, NH
2 , C
1 -C
2 alkyl, C
1 -C
2 haloalkyl, C
3 -C
5 cycloalkyl, C
1 - C
2 halocycloalkyl, C
1 -C
2 alkoxy, C
1 -C
2 haloalkoxy; or Y
1 is CR
7 , and R
5 and R
7 together form a - CH=CH-CH=CH- bridge or a -N=CH-CH=CH- bridge; X
2 is C-X
6 or nitrogen; X
1 ,X
3 and X
6 are independently hydrogen, halogen or trihalomethyl, wherein at least two of X
1 , X
3 and X
6 are not hydrogen; X
4 is trifluoromethyl, difhioromethyl or chlorodifluoromethyl. or a salt or N-oxide thereof. The invention also provides intermediates useful for the preparation of compounds of formula I, as well as methods of controlling insects, acarines, nematodes or molluscs using the compounds of formula I.-
公开(公告)号:EP2579723A2
公开(公告)日:2013-04-17
申请号:EP11724629.8
申请日:2011-06-09
IPC分类号: A01P7/04
CPC分类号: A01N43/80 , A01N43/38 , A01N43/40 , A01N43/54 , A01N43/88 , A01N43/90 , A01N45/02 , A01N53/00 , A01N2300/00 , A01N47/06 , A01N47/40 , A01N51/00
摘要: The present invention provides pesticidal mixtures comprising a component A, a component B and a component C, wherein component A is a compound of formula (I) wherein one of Y
1 and Y
2 is S, SO or SO
2 and the other is CH
2 ; L is a direct bond or methylene; A
1 and A
2 are C-H, or one of A
1 and A
2 is C-H and the other is N; R
1 is hydrogen or methyl; R
2 is chlorodifluoromethyl or trifluoromethyl; R
3 is 3,5-dibromo-phenyl, 3,5-dichloro-phenyl, 3,4-dichloro-phenyl, or 3,4,5-trichloro-phenyl; R
4 is methyl; R
5 is hydrogen; or R
4 and R
5 together form a bridging 1,3-butadiene group; component B is a compound selected from Sedaxane, Fludioxonil, Metalaxyl, Mefenoxam, Cyprodinil, Azoxystrobin, Tebuconazole, Difenoconazole, Thiabendazole, Fluopyram, Penflufen, N-[9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide and Fuxapyroxad; or component B is a compound selected from Tefluthrin, Lambda-cyhalothrin, Abamectin, Spinosad, Spinetoram, Chlorpyrifos, Thiodicarb, Chlorantraniliprole, Cyantraniliprole, Bacillus firmus, Bacillus subtilis, Pasteuria spp. such as P. penetrans and P. nishizawae, Imidacloprid, Thiacloprid, Acetamiprid, Nitenpyram, Dinotefuran, Thiamethoxam, Clothianidin, Nithiazine, Flonicamid, Fipronil, Pyrifluquinazone, Pymetrozine, Sulfoxaflor and Spirotetramat; and component C is a compound selected from an insecticide, a fungicide and a nematicide, which insecticide is selected from neonicotinoids, carbamates, diamides, spinosyns, phenylpyrazoles, pyrethroids, Pyrifluquinazone, Pymetrozine, Sulfoxaflor and Spirotetramat; which fungicide is selected from Azoxystrobin, Trifloxystrobin, Fluoxastrobin, Cyproconazole, Difenoconazole, Prothioconazole, Tebuconazole, Triticonazole, Fludioxonil, Thiabendazole, Ipconazole, Cyprodinil, Myclobutanil, Metalaxyl, Mefenoxam, Sedaxane, N-[9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, Fluopyram, Penflufen, Fuxapyroxad, Fluopyram, and Penthiopyrad; which nematicide is selected from Abamectin, carbamate nematicides organophosphorous nematicides, Captan, Thiophanate-methyl, Thiabendazole, a compound of formula (X), wherein n is 0, 1 or 2 and the thiazole ring may be optionally substituted, Bacillus spp., Streptomyces spp. and Pasteuria spp.; Pochonia spp., Metarhizium spp.; wherein components B and C are different. The invention also provides methods of using the mixtures in the field of agriculture.摘要翻译: 本发明提供了包含组分A,组分B和组分C的杀虫混合物,其中组分A为式(I)化合物,其中Y 1和Y 2中的一个为S,SO或SO 2,另一个为CH 2; L是直接键或亚甲基; A 1和A 2是C-H,或者A 1和A 2中的一个是C-H,另一个是N; R 1是氢或甲基; R 2是氯二氟甲基或三氟甲基; R 3是3,5-二溴 - 苯基,3,5-二氯 - 苯基,3,4-二氯 - 苯基或3,4,5-三氯 - 苯基; R 4是甲基; R 5是氢; 或者R 4和R 5一起形成桥1,3-丁二烯基; 组分B是从环丙吡菌胺,咯菌腈,甲霜灵,精甲霜灵,嘧菌环胺,嘧菌酯,戊唑醇,苯醚甲环,噻菌灵,氟吡菌酰胺,氟唑菌苯胺,N- [9-(二氯亚甲基)-1,2,3,4-四氢-1-选择的化合物, 4-甲烷基萘-5-基] -3-(二氟甲基)-1-甲基-1H-吡唑-4-甲酰胺和Fuxapyroxad; 或组分B是选自七氟菊酯,高效氯氟氰菊酯,阿维菌素,多杀菌素,Spinetoram,毒死蜱,硫双威,氯虫苯甲酰胺,氰虫酰胺,坚强芽孢杆菌,枯草芽孢杆菌,巴斯德菌属的化合物。 如穿通P.和P. nishizawae,吡虫啉,噻虫啉,啶虫脒,烯啶虫胺,呋虫胺,噻虫嗪,噻虫胺,硝虫噻嗪,氟啶虫酰胺,氟虫腈,Pyrifluquinazone,吡蚜酮,腈与螺虫乙酯; 和组分C是来自杀虫剂,杀真菌剂和杀线虫剂,其杀虫剂选自新烟碱类,氨基甲酸酯类,二酰胺类,多杀菌素,苯基吡唑,拟除虫菊酯,Pyrifluquinazone,吡蚜酮,腈与螺虫乙酯选择中选择的化合物; 其中杀真菌剂选自嘧菌酯,肟菌酯,氟嘧菌酯,环丙唑醇,苯醚甲环,丙硫菌唑,戊唑醇,灭菌唑,咯菌腈,噻菌灵,种菌唑,嘧菌环胺,腈菌唑,甲霜灵,精甲霜灵,环丙吡菌胺,N- [9-(二氯亚甲基)-1,2-选择 3,4-四氢-1,4-亚甲基萘-5-基] -3-(二氟甲基)-1-甲基-1H-吡唑-4-甲酰胺,氟吡菌酰胺,苯吡菌胺,Fuxapyroxad,氟吡菌酰胺和戊硫吡喃; 其杀线虫剂选自阿维菌素,氨基甲酸酯杀线虫剂的有机磷杀线虫剂,克菌丹,甲基托布津,噻菌灵,式(X)的化合物,其中n为0,1或2,噻唑环可以任选被取代,芽孢杆菌属中选择,链霉菌 属。 和巴斯德菌属。 (Pochonia spp。),绿僵菌属(Metarhizium spp。), 其中组分B和C不同。 本发明还提供了在农业领域中使用该混合物的方法。
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公开(公告)号:EP3601280A1
公开(公告)日:2020-02-05
申请号:EP18712897.0
申请日:2018-03-22
IPC分类号: C07D417/12 , C07D413/12 , C07D261/04 , A01N43/80
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公开(公告)号:EP2748155B1
公开(公告)日:2017-12-20
申请号:EP12748717.1
申请日:2012-08-24
IPC分类号: C07D331/04 , C07D409/12 , C07D413/12 , A01N43/36 , A01N43/80
CPC分类号: A01N43/20 , A01N43/40 , A01N43/54 , A01N43/80 , C07D331/04 , C07D413/12
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