Multicomponent solvent-free synthesis of benzimidazolyl imidazo[1,2-a]-pyridine under microwave irradiation

ACS Comb Sci. 2013 Jun 10;15(6):291-7. doi: 10.1021/co400010y. Epub 2013 Apr 17.

Abstract

A novel one-pot, three-component reaction employing variously substituted benzimidazole-linked amino pyridines, aldehydes, and isonitriles catalyzed by scandium(III) triflate under solvent-free conditions were accomplished. This new synthetic methodology facilitates the rapid generation of intricate molecular frameworks in three-dimensional fashion leading to benzimidazole-imidazo[1,2-a] pyridines. This approach is envisioned as an environmentally benign process and a simple operation to the biological interesting compounds. The present synthetic sequence permits the introduction of three points of structural diversity to expand chemical space with high purity and excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / chemistry
  • Catalysis
  • Combinatorial Chemistry Techniques / methods*
  • Drug Discovery
  • Imidazoles / chemical synthesis*
  • Imidazoles / chemistry
  • Mesylates / chemistry
  • Microwaves*
  • Molecular Structure
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Scandium / chemistry
  • Stereoisomerism

Substances

  • Benzimidazoles
  • Imidazoles
  • Mesylates
  • Pyridines
  • scandium triflate
  • Scandium