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    • 6. 发明授权
    • Process for the preparation of substituted difluorobenzo-1,3-dioxoles
    • 制备取代的二氟苯-1,3-二氧杂环戊烯的方法
    • US5420301A
    • 1995-05-30
    • US147617
    • 1993-11-05
    • Peter AckermannHans-Ruedi KanelBruno Schaub
    • Peter AckermannHans-Ruedi KanelBruno Schaub
    • A61K31/33C07D317/06C07D317/46C07D405/04C07F1/00C07F1/02C07F3/00C07F5/02C07F7/08C07F7/10C07F19/00C07D317/50C07D317/52C07D317/54
    • C07D405/04C07D317/46C07F1/00C07F1/02C07F19/00C07F3/00C07F5/025C07F7/0814C07F7/10Y02P20/55
    • The reaction of 2,2-difluorobenzo-1,3-dioxole with (a) an alkali metal or an alkali metal compound and then (b) a compound R.sup.1 -Z.sup.1 in which Z.sup.1 is a leaving group, or with an aldehyde produces compounds of formula I ##STR1## wherein R.sup.1 is --OH, --SH, --CHO, --CN, --COOH, --B(OH).sub.2, --COX, with X being Cl or Br, or is --COOR.sup.2, --SiR.sub.3.sup.2 or --B(OR.sup.2).sub.2, with R.sup.2 being a C.sub.1 -C.sub.12 alcohol moiety without the hydroxy group, wherein R.sup.1 is further --C.sub.n H.sub.2n COOR.sup.2, with n being an integer from 1 to 4, or linear or branched C.sub.1 -C.sub.12 hydroxyalkyl which is unsubstituted or is substituted by --F, --CN, C.sub.1 -C.sub.6 alkoxy, phenyl, fluorophenyl, C.sub.1 -C.sub.4 alkoxy-phenyl, C.sub.1 -C.sub.4 alkylthio-phenyl, C.sub.1 -C.sub.4 alkyl-phenyl, C.sub.1 -C.sub.4 fluoroalkyl-phenyl, nitrophenyl or by cyanophenyl, or wherein R.sup.1 is a benzyl alcohol which is unsubstituted or is substituted by F, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 fluoroalkyl, nitro or by cyano, or is C.sub.1 -C.sub.12 acyl, or wherein R.sup.1 is a radical of formula II ##STR2## wherein R.sup.5 is --CN, --CF.sub.3, --COOR.sup.2, --CONH.sup.2, --CO--NHR.sup.2 or --CONR.sub.2.sup.2, R.sup.3 and R.sup.4 are a direct bond or each is H, or R.sup.3 is H and R.sup.4 independently has the meanings of R.sup.5, or R.sup.3 and R.sup.4 together are --CH.sub.2 --NR.sup.6 --CH.sub.2 --, --CH.sub.2 --NR.sup.6 --CO-- or --CO--NR.sup.6 --CO-- wherein R.sup.6 is the radical of a removable protecting group, or wherein further R.sup.1 is a radical of formula III ##STR3## Insecticides or fungicides can be prepared from the compounds of formula I.3-(2,2-difluorobenzodioxol-4-yl)-4-cyanopyrrole can be prepared by reacting 4-metallo-2,2-difluorobenzodioxole (III) with an unsaturated nitrile and then with a sulfonylmethyl isocyanide in a one-pot process. The compounds III are novel intermediates.
    • 2,2-二氟苯-1,3-二氧杂环戊烯与(a)碱金属或碱金属化合物反应,然后(b)其中Z 1为离去基团的化合物R1-Z1或与醛反应生成化合物 其中R 1是-OH,-SH,-CHO,-CN,-COOH,-B(OH)2,-COX,X是Cl或Br,或者是-COOR 2, - SiR 32或-B(OR 2)2,其中R 2是没有羟基的C 1 -C 12醇部分,其中R 1还是-C n H 2n NOR 2,n是1至4的整数,或未被取代的直链或支链C 1 -C 12羟基烷基 被-F,-CN,C 1 -C 6烷氧基,苯基,氟苯基,C 1 -C 4烷氧基 - 苯基,C 1 -C 4烷硫基 - 苯基,C 1 -C 4烷基 - 苯基,C 1 -C 4氟烷基 - 苯基,硝基苯基或氰基苯基取代,或其中R 1为 苄基醇,其未被取代或被F,C 1 -C 4烷氧基,C 1 -C 4烷硫基,C 1 -C 4烷基,C 1 -C 4氟烷基,硝基或氰基取代,或者是C 1 -C 12酰基,或其中R 1是式II基团。 (II)其中R5是-CN,-CF3,-COOR2,-CONH2,-CO-NHR 2或-CONR 22,R 3和R 4是直接键或各自为H或R 3为H且R 4独立地具有R 5的含义,或者R 3和R 4一起为-CH 2 -NR 6 -CH 2 - , - CH 2 -NR 6 -CO - 或-CO-NR 6 -CO-,其中R 6是可除去的保护基的基团,或其中R 1是式III的基团由式I化合物制备。3-(2,2-二氟苯并二氧杂环戊烯-4-基) 4-氰基吡咯可以通过4-金属-2,2-二氟苯并二氧杂环戊烯(III)与不饱和腈然后与一种磺酰基甲基异氰化物反应来制备。 化合物III是新的中间体。
    • 8. 发明授权
    • Substituted benzylcyclopropylmethyl ethers
    • 取代的苄基环丙基甲基醚
    • US4786654A
    • 1988-11-22
    • US53911
    • 1987-05-26
    • Laurenz GsellPeter Ackermann
    • Laurenz GsellPeter Ackermann
    • C07C41/01A01N31/14A01N31/16C07C41/00C07C43/29C07C67/00C07C313/00C07C323/20C07C147/06C07C149/34
    • C07C43/29A01N31/14A01N31/16
    • There are disclosed novel unsubstituted or substituted phenoxyfluorobenzyltetramethylcyclopropylmethyl ethers of formula ##STR1## wherein Y is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1 to 9 halogen atoms, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkoxy which is substituted by 1 to 9 halogen atoms, C.sub.1 -C.sub.4 alkylthio or C.sub.1 -C.sub.4 alkylthio which is substituted by 1 to 9 halogen atoms, or is C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkynyl and their benzyl ether intermediates of formula IV ##STR2## wherein X is halogen or p-tosyl. Also disclosed is a process for the preparation of these compounds and compositions containing them for use in pest control, especially for controlling insects that attack plants and animals, in particular their larval stages. The novel compounds are particularly effective against plant-destructive insects in rice crops.
    • 公开了式(I)的新的未取代或取代的苯氧基氟苄基四甲基环丙基甲基醚,其中Y是氢,卤素,C 1 -C 4烷基或被1至9个卤素原子取代的C 1 -C 4烷基,C 1 -C 4烷氧基或C 1 -C 4烷氧基, 被1至9个卤素原子取代,被1至9个卤素原子取代的C 1 -C 4烷硫基或C 1 -C 4烷硫基,或者是C 2 -C 4烯基或C 2 -C 4炔基及其式IV的苄基醚中间体其中X 是卤素或对甲苯磺酰基。 还公开了一种用于制备这些化合物和含有它们的组合物用于病虫害防治的方法,特别是用于防治攻击植物和动物,特别是其幼虫期的昆虫。 新型化合物对水稻作物中的植物性破坏性昆虫特别有效。