Rhodium-catalyzed annulation between 2-arylimidazo[1,2-a]pyridines and alkynes leading to pyrido[1,2-a]benzimidazole derivatives

Org Biomol Chem. 2015 May 21;13(19):5354-7. doi: 10.1039/c5ob00450k.

Abstract

A rhodium-catalyzed annulation between 2-arylimidazo[1,2-a]pyridines and alkynes was developed, leading to pyrido[1,2-a]benzimidazole derivatives in moderate to excellent yields. Notably, the ring C in pyrido[1,2-a]benzimidazole and the naphthalene framework were constructed consecutively, which provided a potential pathway leading to such a structure. This procedure tolerated chloro, bromo, cyano and methoxycarbonyl groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Benzimidazoles / chemistry*
  • Catalysis
  • Crystallography, X-Ray
  • Molecular Conformation
  • Pyridines / chemistry*
  • Rhodium / chemistry*
  • Substrate Specificity

Substances

  • Alkynes
  • Benzimidazoles
  • Pyridines
  • Rhodium
  • benzimidazole