Synthesis 2019; 51(08): 1803-1808
DOI: 10.1055/s-0037-1611946
paper
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Decarboxylative N-Arylation of Indole-2-carboxylic Acids

Yan Zhang
a   Key Laboratory of Systems Biomedicine (Ministry of Education), Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University, Shanghai 200240, P. R. of China   eMail: xunxiang_guo@sjtu.edu.cn
,
Zhe-Yao Hu
a   Key Laboratory of Systems Biomedicine (Ministry of Education), Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University, Shanghai 200240, P. R. of China   eMail: xunxiang_guo@sjtu.edu.cn
,
Xin-Chang Li
a   Key Laboratory of Systems Biomedicine (Ministry of Education), Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University, Shanghai 200240, P. R. of China   eMail: xunxiang_guo@sjtu.edu.cn
,
Xun-Xiang Guo*
a   Key Laboratory of Systems Biomedicine (Ministry of Education), Shanghai Center for Systems Biomedicine, Shanghai Jiao Tong University, Shanghai 200240, P. R. of China   eMail: xunxiang_guo@sjtu.edu.cn
b   Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 311121, P. R. of China
› Institutsangaben
We are grateful to the National Natural Science Foundation of China (Grant No. 21172142).
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Publikationsverlauf

Received: 05. September 2018

Accepted after revision: 17. November 2018

Publikationsdatum:
10. Januar 2019 (online)


Abstract

A novel decarboxylative N-arylation of indole-2-carboxylic acids with aryl halides is developed. The reaction proceeds efficiently in the presence of Cu2O as the catalyst to give the corresponding N-aryl indoles in high yields. This synthetic method shows good functional group tolerance and offers an alternative route to construct N-aryl indoles.

Supporting Information