Citation: Wang Xin, Li Guofeng, Sun Kai, Zhang Bing. Peroxide-Induced Radical Relay Carbocyclization towards Polycyclic Benzimidazole[2, 1-a]isoquinolines[J]. Chinese Journal of Organic Chemistry, ;2020, 40(4): 913-921. doi: 10.6023/cjoc202002040 shu

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

Wang Xin ^a ,
Li Guofeng ^c ,
Sun Kai ^b,, ,
Zhang Bing ^a,b,,

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

Corresponding author: Sun Kai, sunk468@nenu.edu.cn Zhang Bing, zhangb@zzu.edu.cn
Received Date: 27 February 2020
Revised Date: 29 February 2020
Available Online: 6 March 2020
Fund Project: the National Natural Science Foundation of China 21801007Project 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)the Program for Innovative Research Team of Science and Technology in the University of Henan Province 18HASTIT006the Program for Innovative Research Team of Science and Technology in the University of Henan Province 18IRTSTHN004

Figures(2)

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.
- radical,
- carbocyclization,
- polycyclic compounds,
- benzimidazole[2, 1-a]isoquinolines
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