有机化学 ›› 2019, Vol. 39 ›› Issue (9): 2365-2378.DOI: 10.6023/cjoc201903041 上一篇    下一篇

综述与进展

基于Huisgen内盐的环化反应研究进展

刘奕奕a, 周荣b   

  1. a 国网湖南省电力有限公司电力科学研究院 长沙 410007;
    b 太原理工大学化学化工学院 太原 030024
  • 收稿日期:2019-03-21 修回日期:2019-04-20 出版日期:2019-09-25 发布日期:2019-05-06
  • 通讯作者: 刘奕奕, 周荣 E-mail:liuyy_chem@163.com;zhourong@tyut.edu.cn
  • 基金资助:

    国家自然科学基金(No.21502135)、山西省高校科技创新(No.201802024)资助项目.

Progress in Annulation Reactions Based on Huisgen Zwitterion

Liu Yiyia, Zhou Rongb   

  1. a State Grid Hunan Electric Power Corporation Limited Research Institute, Changsha 410007;
    b College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024
  • Received:2019-03-21 Revised:2019-04-20 Online:2019-09-25 Published:2019-05-06
  • Contact: 10.6023/cjoc201903041 E-mail:liuyy_chem@163.com;zhourong@tyut.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21502135), the Scientific and Technological Innovation Programs of Higher Education Institutions in Shanxi Province (No. 201802024).

发展高效、高选择性的有机合成方法是有机化学的一项重要研究内容.近年来,叔膦与偶氮二甲酸酯加成形成的Huisgen内盐在氮杂环化合物的合成上显示出独特的优越性和高效性,吸引了众多有机化学家的研究兴趣,基于Huisgen内盐的环化反应得以大量报道.根据亲电试剂的种类不同,综述了Husigen内盐与羰基化合物、缺电子烯烃、亚胺以及其他亲电试剂的环化反应.

关键词: Huisgen内盐, 叔膦, 偶氮二甲酸酯, 氮杂环化合物, 环化反应

The development of highly efficient and selective synthetic methodologies is an important research task in organic chemistry. In recent years, the Huisgen zwitterions, a type of intermediates derived from nucleophilic addition of tertiary phosphine to azodicarboxylates, have shown unique superiority and efficiency in synthesis of azacyclic compounds, and therefore have attracted broad interest from organic chemists. A large number of annulation reactions based on Huisgen zwitterions have been reported. According to the types of electrophiles, the annulation reactions of Husigen zwitterions with carbonyl compounds, electron-deficient alkenes, imines, and other electrophiles are summarized, respectively.

Key words: Huisgen zwitterion, tertiary phosphine, azodicarboxylate, azacyclic compounds, annulation reaction