有机化学    下一篇

综述与进展

乙烯基氮杂环丙烷在有机合成中的研究进展

吴雅莉, 周雪松, 肖文精, 陈加荣   

  1. 华中师范大学化学学院 湖北 武汉 430079
  • 收稿日期:2020-03-05 修回日期:2020-04-09 出版日期:2020-04-30 发布日期:2020-04-30
  • 通讯作者: 陈加荣 E-mail:chenjiarong@mail.ccnu.edu.cn
  • 基金资助:
    国家自然科学基金(Nos.21978154,21576176)和国家级大学生创新创业训练计划(No.201910446018)资助项目.

Recent Progress in Applications of Vinylaziridines in Organic Synthesis

Wu Ya-Li, Zhou Xue-Song, Xiao Wen-Jing, Chen Jia-Rong   

  1. College of Chemistry, Central China Normal University, Wuhan, Hubei 430079
  • Received:2020-03-05 Revised:2020-04-09 Online:2020-04-30 Published:2020-04-30
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21978154, 21576176) and the National Students' Platform for Innovation and Entrepreneurship Training Programs (No. 201910446018).

乙烯基氮杂环丙烷是有机合成化学中一类重要的合成砌块,由于同时含有烯烃和具有较强张力的氮杂环丙烷官能团,乙烯基氮杂环丙烷有着丰富的反应活性,能够发生多种化学反应。这些反应被广泛用于各种含氮分子,尤其是含氮杂环的合成,如氮杂环丁烷、吡咯烷、哌啶和氮杂环庚烷等杂环化合物。另外,各种取代的乙烯基氮杂环丙烷的简单、高效合成方法的发展,进一步推动了这类试剂在有机合成、医药、农药和化工等领域的应用。近年来,这类试剂仍然一直吸引着众多研究者的兴趣,在有机合成化学领域取得了快速发展。本文对近五年来乙烯基氮杂环丙烷参与的亲核性开环反应和环化反应进行了综述,并对该领域的发展方向进行了展望。

关键词: 乙烯基氮杂环丙烷, 氮杂环丙烷, 开环反应, 环化反应, 氮杂环合成

Due to its alkene moiety and highly strained aziridine scaffold, vinylaziridines represent a versatile type of synthetic building blocks and can undergo various chemcial transformations. These transformations enabled facile synthesis of a wide range of nitrogen-containing compounds, especially diverse nitrogen heterocycles, inculding azetidines, pyrrolidines, piperidines, azacycloheptanes and so on. Moreover, development of simple and efficient synthetic methods for various substituted vinylaziridines, stimulating their applications in the fields of organic synthesis, medicinal and agro chemistry, as well as fine chemistry. In recent years, such type of reagents continue to attract considerable research efforts from chemists and enjoyed rapid development. This review summarized the representative examples of nucleophilic ring-opening and cyclization reactions of vinylaziridines over the past five years. Moreover, the prospects of further developemnet are also disscussed.

Key words: vinylaziridines, aziridines, ring-opening reaction, cyclization reaction, nitrogen heterocycles