有机化学 ›› 2023, Vol. 43 ›› Issue (9): 3078-3088.DOI: 10.6023/cjoc202303026 上一篇    下一篇

综述与进展

供体-受体氮杂环丙烷碳-碳键断裂的环加成反应研究进展

陈祖良a,*(), 魏颖静a, 张俊良b,*()   

  1. a 宜春学院化学与生物工程学院 江西宜春 336000
    b 复旦大学化学系 上海 200438
  • 收稿日期:2023-03-17 修回日期:2023-04-27 发布日期:2023-05-15
  • 基金资助:
    国家自然科学基金(21861041)

Recent Advances in Cycloaddition Reactions of Donor-Acceptor Aziridines via Carbon-Carbon Bond Cleavage

Zuliang Chena(), Yingjing Weia, Junliang Zhangb()   

  1. a College of Chemistry and Bio-engineering, Yichun University, Yichun, Jiangxi 333600
    b Department of Chemistry, Fudan University, Shanghai 200438
  • Received:2023-03-17 Revised:2023-04-27 Published:2023-05-15
  • Contact: E-mail: zai81789@163.com;junliangzhang@fudan.edu.cn
  • Supported by:
    National Natural Science Foundation of China(21861041)

氮杂环丙烷有两种不同的开环方式: 一种是碳-氮键断裂开环, 另一种是碳-碳键断裂开环. 其中, 氮杂环丙烷以碳-氮键断裂的反应已经有很多综述报道. 主要概述了近二十年来供体-受体(Donor-Acceptor, D-A)氮杂环丙烷以碳-碳键断裂的环加成反应研究进展. 在合适催化剂作用下, D-A氮杂环丙烷经碳-碳键断裂开环形成亚胺叶立德, 该叶立德可以和醛、亚胺、烯烃、炔烃和吲哚等发生[3+n]环加成反应.

关键词: D-A氮杂环丙烷, 碳-碳键断裂, 环加成反应, 亚胺叶立德

There are two different ring-opening modes of aziridines: ring-opening of aziridines via carbon-nitrogen bond cleavage, and ring-opening of aziridines via carbon-carbon bond cleavage. Among them, the reaction of aziridines via carbon-nitrogen bond cleavage has been reported in many reviews. The cycloaddition reactions of donor-acceptor (D-A) aziridines via carbon-carbon bond cleavage in recent 20 years are mainly summarized. Under some proper catalysts, the ring-opening of D-A aziridines via carbon-carbon bond cleavage yield azomethine ylides, which can undergo [3+n] cycloaddition reaction with aldehydes, imines, alkenes, alkynes, indoles etc.

Key words: D-A aziridines, carbon-carbon bond cleavage, cycloaddition reaction, azomethine ylide