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肟醚碳负离子对氮杂环丙烷的开环反应

陈冬冬 丁昌华 侯雪龙 戴立信

高等学校化学学报2011,Vol.32Issue(3):694-699,6.
高等学校化学学报2011,Vol.32Issue(3):694-699,6.

肟醚碳负离子对氮杂环丙烷的开环反应

Ring-opening Reaction of Aziridines with α-Carbanion of Oximes

陈冬冬 1丁昌华 1侯雪龙 1戴立信1

作者信息

  • 1. 中国科学院上海有机化学研究所,金属有机化学国家重点实验室,上海,200032
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摘要

Abstract

Aziridine is a very useful synthetic intermediate in organic synthesis. The ring-opening reaction of aziridine with various heteroatom nucleophiles has received intensive attention by organic chemists. However,the development of using carbon nucleophiles, especially unstablized carbon nucleophiles, falls far behind. In this regard, we reported ring-opening reaction of α-carbanion of acetophenone oxime with aziridines in the presence of HMPA, affording corresponding products in moderate to good yields. Tetralone oxime is also a suitable substrate for some monosubstituted aziridines. This method offers a new example of the ring-opening reaction of carbanion with aziridines.

关键词

肟醚/氮杂环丙烷/开环反应/碳负离子

Key words

Oxime/ Aziridine/ Ring-opening reaction/ Carbanion

分类

化学化工

引用本文复制引用

陈冬冬,丁昌华,侯雪龙,戴立信..肟醚碳负离子对氮杂环丙烷的开环反应[J].高等学校化学学报,2011,32(3):694-699,6.

基金项目

国家"九七三"计划项目(批准号:2010CB833300)和国家自然科学基金(批准号:20872161,20821002,20932008)资助. (批准号:2010CB833300)

高等学校化学学报

OA北大核心CSCDCSTPCD

0251-0790

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