Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (9): 2867-2876.DOI: 10.6023/cjoc202204019 Previous Articles     Next Articles



刘浩阳, 孙爽爽, 马献力*(), 陈艳艳, 徐燕丽*()   

  1. 桂林医学院药学院 广西桂林 541004
  • 收稿日期:2022-04-07 修回日期:2022-05-27 发布日期:2022-06-08
  • 通讯作者: 马献力, 徐燕丽
  • 基金资助:
    国家自然科学基金(21861015); 广西高等学校千名中青年骨干教师培育计划资助项目

Synthesis of Selenylated Spiro[indole-3,3'-quinoline] Derivatives via Visible-Light-Promoted Isocyanide Insertion

Haoyang Liu, Shuangshuang Sun, Xianli Ma(), Yanyan Chen, Yanli Xu()   

  1. College of Pharmacy, Guilin Medical University, Guilin, Guangxi 541004
  • Received:2022-04-07 Revised:2022-05-27 Published:2022-06-08
  • Contact: Xianli Ma, Yanli Xu
  • Supported by:
    National Natural Science Foundation of China(21861015); Cultivation Plan of Thousands of Young and Middle-aged Backbone Teachers in Guangxi Colleges and Universities

A photosensitizer-free visible-light-promoted isocyanide insertion protocol for the synthesis of selenylated spiro[indole-3,3'-quinoline] derivatives has been developed, which has the advantages of functional group tolerance, broad substrate scope, simple operation, and good yield. 2-Phenyl-2'-(phenylselanyl)-6'-(trifluoromethyl)-4'H-spiro[indole-3,3'-quinoline] (3g), 5-bromo-2'-((4-fluorophenyl)selanyl)-2-phenyl-4'H-spiro[indole-3,3'-quinoline] (4d) and 2-phenyl-2'-((4-(trifluoromethyl)phenyl)selanyl)-4'H-spiro[indole-3,3'-quinoline] (4g) showed potent cancer-cell-growth inhibitory activities by methyl thiazolyl tetrazolium (MTT) assay.

Key words: visible-light-promoted, isocyanides, spirocyclization, selenylated spiro[indole-3,3'-quinoline]