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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (12): 1609-1611. 上一篇    下一篇

研究简报

一个由α-氨基酸和酮产生卡宾的新反应

郑大贵*,a，肖竹平a，李玉良b   

  1. (a上饶师范学院化学系 上饶 334001)
    (b中国科学院化学研究所 北京 100080)
  • 收稿日期:2007-08-12 修回日期:2007-09-29 发布日期:2007-12-04
  • 通讯作者: 郑大贵

A New Reaction for the Generation of Carbene from α-Amino Acid and Ketone

ZHENG Da-Gui*,a, XIAO Zhu-Pinga, LI Yu-Liangb   

  1. (a Department of Chemistry, Shangrao Normal College, Shangrao 334001)
    (b Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080)
  • Received:2007-08-12 Revised:2007-09-29 Published:2007-12-04
  • Contact: ZHENG Da-Gui

PDF

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氮气流保护下, DL-缬氨酸与六氯丙酮在氯苯中回流生成卡宾, 后者与苯乙烯作用得到了2-苯基-1-氯-1-三氯乙酰基环丙烷(3). 3的结构由FT-IR, EI-MS和1H NMR表征, 提出了反应的可能机理.

关键词: DL-缬氨酸, 六氯丙酮, 卡宾, 亚胺叶立德

2-Phenyl-1-chloro-1-trichloroacetylcyclopropane (3) was obtained from the reaction of styrene with carbene generated by refluxing the mixture of DL-valine and hexachloroacetone in chlorobenzene under an atmosphere of nitrogen. The structure of 3 was characterized by FT-IR, EI-MS and 1H NMR spectra. The possible reaction mechanism was suggested.

Key words: hexachloroacetone, carbene, azomethine ylide, DL-valine