Synthesis 2015; 47(16): 2457-2466
DOI: 10.1055/s-0034-1380865
paper
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Double C–H Arylation Reaction: Tandem Synthesis of Benzo[a]imidazo[5,1,2-cd]indolizines from Imidazo[1,2-a]pyridines and o-Dihaloarenes

Hanyang Wang
a  Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
,
Chunxia Chen
a  Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
,
Zhangjie Huang
a  Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
,
Liping Yao
b  Key Laboratory of Forest Plant Ecology, Northeast Forestry University, Harbin, 150040, P. R. of China
,
Bin Li
a  Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
,
Jinsong Peng*
a  Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, P. R. of China   Email: jspeng1998@nefu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 06 March 2015

Accepted after revision: 24 April 2015

Publication Date:
19 June 2015 (online)


Abstract

A palladium-catalyzed direct arylation of 2-arylimidazo[1,2-a]pyridines with o-dihaloarenes via double C–H activation is described. The process comprises intermolecular C3-arylation of 2-arylimidazo[1,2-a]pyridines followed by an intramolecular C5-arylation in a highly regioselective fashion, affording benzo[a]imidazo[5,1,2-cd]indolizine derivatives in moderate to good yields.

Supporting Information

 
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