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

Autoren

  • 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
Weitere Informationen

Publikationsverlauf

Received: 06. März 2015

Accepted after revision: 24. April 2015

Publikationsdatum:
19. Juni 2015 (online)


Graphical Abstract

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