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Chemistry of Heterocyclic Compounds

, Volume 53, Issue 5, pp 618–621 | Cite as

Synthesis of benzo[4, 5]imidazo[2,1-a]isoquinolines via intramolecular C–H bond functionalization

  • Lu ChenEmail author
  • Xian Zhang
  • Bin Chen
  • Bin Li
  • Yibiao Li
Article

An improved procedure for the preparation of benzo[4, 5]imidazo[2,1-a]isoquinolines using PdCl2–PPh3 as catalyst was developed, featuring simple, sequential workup, good selectivity, and compatibility with a wide range of functional groups. Various (Z)-2-bromovinylimidazoles and 2-chlorophenylboronic acids containing either electron-withdrawing or electron-donating groups were shown to smoothly undergo this sequence of reactions to generate the respective benzo[4, 5]imidazo[2,1-a]isoquinolines in 62–77% yields.

Keywords

isoquinolines C–H functionalization heteroannulation intramolecular arylation palladium catalysis 

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Copyright information

© Springer Science+Business Media, LLC 2017

Authors and Affiliations

  • Lu Chen
    • 1
    Email author
  • Xian Zhang
    • 1
  • Bin Chen
    • 1
  • Bin Li
    • 1
  • Yibiao Li
    • 1
  1. 1.School of Chemical and Environmental EngineeringWuyi UniversityJiangmenP. R. China

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