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Stereospecific Synthesis of (Z)-α-Fluoro-β-trifluoromethyl Vinyl Iodides and Their Application to the Synthesis of Polyfluorinated Thienyl Alkadienes
  • ISSN号:1001-604X
  • 期刊名称:《中国化学:英文版》
  • 时间:0
  • 分类:O627.7[理学—有机化学;理学—化学]
  • 作者机构:[1]State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry Chinese Academy of Sciences, Shanghai 200032, China
  • 相关基金:Project supported by Science Foundation of China(No.29972046) and the Chinese Academy of Sciences. the National Natural .Dedlcated to Professor Xikui Jiang on the occasion of his 80th birthday.
中文摘要:

由听碘交换方法论的 polyfluorinated 乙烯基 stannanes 的直接 iodination 被完成给(Z)-- fluoro -- trifluoromethyl 乙烯基碘化物 stereospecifically。从撤退电子的组在 R 组把取代者改变到捐赠电子的组从 78% ~ 90% 在收益导致了增加,当它从帕拉被移动到反应没负担得起的元位置时在收益(90% ~ 95%) 的一个戏剧的变化。另外,这反应能也与杂环的组一起被用于乙烯基 stannane。与(Z) 包含杂环的一半的准备乙烯基碘化物的进一步的联合反应 -- fluoro -- trifluoromethylstannanes 与 2E,4E 选择给了 polyfluorinated 杂环的 alkadienes。

英文摘要:

The direct iodination of polyfluorinated vinyl stannanes by tin-iodine exchange methodology was achieved giving (Z)-α-fluoro-β-trifluoromethyl vinyl iodides stereospecifically. Changing the substituent in R group from the electron-withdrawing group to electron-donating group led to an increase in the yield from 78% to 90%, while it was moved from para to meta position the reaction did not afford a dramatic change in the yield (90% to 95%). In addition, this reaction also can be applied to the vinyl stannane with heterocyclic group. The further coupling reaction of prepared vinyl iodide containing heterocyclic moiety with (Z)-α-fluoro-β-trifluoromethylstannanes gave polyfluorinated heterocyclic alkadienes with 2E,4E-selectivity.

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期刊信息
  • 《中国化学:英文版》
  • 主管单位:
  • 主办单位:中国化学会
  • 主编:
  • 地址:上海市枫林路354号中科院上海有机化学研究所
  • 邮编:200032
  • 邮箱:
  • 电话:021-54925243
  • 国际标准刊号:ISSN:1001-604X
  • 国内统一刊号:ISSN:31-1547/O6
  • 邮发代号:4-646
  • 获奖情况:
  • 中国期刊方阵“双高”期刊
  • 国内外数据库收录:
  • 美国化学文摘(网络版),荷兰文摘与引文数据库,美国科学引文索引(扩展库),日本日本科学技术振兴机构数据库,英国英国皇家化学学会文摘
  • 被引量:175