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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (05): 671-675. 上一篇    下一篇

研究论文

多氟烷基取代的环丙烷衍生物的合成

吴范宏*,1，顾松1，黄维垣2   

  1. (1华东理工大学化学与制药学院 上海 200237)
    (2中国科学院上海有机化学研究所有机氟化学开放实验室 上海 200032)
  • 收稿日期:1900-01-01 修回日期:1900-01-01 发布日期:2006-04-28
  • 通讯作者: 吴范宏*

Synthesis of Polyfluoroalkyl Substituted Cyclopropane Derivatives

WU Fan-Hong*,1,GU Song1,HUANG Wei-Yuan2   

  1. (1 College of Chemistry and Pharmaceutics, East China University of Science and Technology, Shanghai 200237)
    (2 Open Laboratory of Organic Fluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032)
  • Received:1900-01-01 Revised:1900-01-01 Published:2006-04-28
  • Contact: WU Fan-Hong

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950

被引次数

5

以连二亚硫酸钠为引发剂, 烯丙基丙二酸二乙酯与多氟烷基碘代烷在温和反应条件下反应, 方便地得到一系列多氟烷基取代的环丙烷衍生物, 产率45%～55%. 在相同条件下, 烯丙基乙酰乙酸乙酯与多氟烷基碘代烷反应得到相应的加成物, 加成物随后用碱处理也得到环合的产物.

关键词: 多氟烷基碘代烷, 环丙烷衍生物, 连二亚硫酸钠

A new convenient synthesis of a series of polyfluoroalkyl substituted cyclopropane derivatives was achieved by the reaction of polyfluoroalkyl iodides with diethyl allylmalonate in the presence of sodium dithionite in 45%～55% yields. The reaction of ethyl allylacetoacetate with polyfluoroalkyl iodides under similar conditions gave the corresponding adducts, which were sequentially treated with base to the cyclization products.

Key words: cyclopropane derivative, sodium dithionite, polyfluoroalkyl iodide