Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (4): 913-921.DOI: 10.6023/cjoc202002040 Previous Articles     Next Articles


王薪a, 李国锋c, 孙凯b, 张冰a,b   

  1. a 郑州大学化工学院 郑州 455001;
    b 安阳师范学院化学化工学院 河南安阳 455000;
    c 河南师范大学化学化工学院 河南新乡 453007
  • 收稿日期:2020-02-27 修回日期:2020-02-29 发布日期:2020-03-06
  • 通讯作者: 孙凯, 张冰;
  • 基金资助:

Peroxide-Induced Radical Relay Carbocyclization towards Polycyclic Benzimidazole[2,1-a]isoquinolines

Wang Xina, Li Guofengc, Sun Kaib, Zhang Binga,b   

  1. a School of Chemical Engineering, Zhengzhou University, Zhengzhou 450001;
    b College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang 455000;
    c School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007
  • Received:2020-02-27 Revised:2020-02-29 Published:2020-03-06
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21801007) and the Program for Innovative Research Team of Science and Technology in the University of Henan Province (Nos. 18IRTSTHN004, 18HASTIT006).

In this paper, a new peroxide-induced carbon-centered radical relay carbocyclization reaction with 2-arylbenzo-imidazoles is described. This method provides an efficient route to a series of structurally diverse benzimidazole[2,1-a]iso-quinolines under mild conditions in a straightforward manner. The reaction is compatible with a wide substrate scope, excellent functional group tolerance and high step economy. Mechanistic studies suggest that the reaction proceeds through a carbon-centered radical pathway.

Key words: radical, carbocyclization, polycyclic compounds, benzimidazole[2,1-a]isoquinolines