有机化学 ›› 2016, Vol. 36 ›› Issue (6): 1241-1265.DOI: 10.6023/cjoc201511004 上一篇    下一篇

综述与进展

Ugi反应脱Boc保护基环合策略在含氮杂环合成中的应用

张钊瑞, 郑晓霖, 郭长彬   

  1. 首都师范大学化学系北京 100048
  • 收稿日期:2015-11-03 修回日期:2016-01-07 出版日期:2016-06-25 发布日期:2016-02-01
  • 通讯作者: 郭长彬 E-mail:guocb@cnu.edu.cn
  • 基金资助:

    国家自然科学基金(No.30873140)、北京市优秀人才培养(No.20071D0501600227)、北京市教委科技发展(No.KM201010028011)资助项目.

Application of Ugi/De-Boc/Cyclization Strategy in the Synthesis of Nitrogen-Containing Heterocycles

Zhang Zhaorui, Zheng Xiaolin, Guo Changbin   

  1. Department of Chemistry, Capital Normal University, Beijing 100048
  • Received:2015-11-03 Revised:2016-01-07 Online:2016-06-25 Published:2016-02-01
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 30873140), the Program for Excellent Talents of Beijing City (No. 20071D0501600227) and the Beijing Municipal Commission of Education (No. KM201010028011).

Ugi反应脱Boc保护基环合(UDC)策略是一种“三步一锅煮法”, 采用带Boc保护氨基的双官能团底物参与Ugi多组分反应, 随后在酸性条件下脱去保护基并环合得到含氮杂环化合物. 该策略具有快速、高效、经济和结构多样性的特点, 可用于构建复杂含氮杂环化合物库, 近来受到广泛关注. 对近年来UDC策略在合成五元、六元、七元杂环和天然产物方面应用的研究进展进行了综述.

关键词: UDC, Ugi反应, 脱Boc-保护基, 环合反应, 含氮杂环, 合成, 多组分反应

Ugi/de-Boc/cyclization (UDC) strategy represents a “three-step, one-pot procedure”, employing the Ugi multi-component reaction utilizing one bi-functional group substrates with N-Boc-protected amino, followed by Boc-deprotection and cyclization to synthesize nitrogen-containing heterocycles. This strategy has the characteristics of rapid, efficiency, economy and structural diversity, which can be used to build libraries of complex nitrogen-containing heterocycles and has drawn much attention recently. In this paper, the research progress of UDC strategy in the synthesis of five-, six- and seven-mem- bered heterocycles and natural products were summarized.

Key words: UDC, Ugi reaction, de-Boc group, cyclization, nitrogen-containing heterocycle, synthesis, multi-component reaction