Synthesis of polysubstituted imidazo[1,2-a]pyridines via microwave-assisted one-pot cyclization/Suzuki coupling/palladium-catalyzed heteroarylation

J Org Chem. 2007 Sep 28;72(20):7650-5. doi: 10.1021/jo0712603. Epub 2007 Sep 5.

Abstract

A new and efficient method for the synthesis of 2,3,6-trisubstituted imidazo[1,2-a]pyridine derivatives using a microwave-assisted one-pot, two-step Suzuki/heteroarylation or one-pot, three-step cyclization/Suzuki/heteroarylation was developed. Polysubstituted compounds are obtained in good yield from 2-amino-5-halogenopyridines, 2-halogenocarbonyl derivatives, boronic acids, and heteroaryl bromides.

MeSH terms

  • Cyclization
  • Imidazoles / chemical synthesis*
  • Microwaves
  • Palladium / chemistry
  • Pyridines / chemical synthesis*

Substances

  • Imidazoles
  • Pyridines
  • Palladium