Copper(I)-mediated preparation of new pyrano[3',4':4,5]imidazo[1,2-a]pyridin-1-one compounds under mild palladium-free conditions

Org Biomol Chem. 2011 Feb 21;9(4):1212-8. doi: 10.1039/c0ob00622j. Epub 2010 Dec 20.

Abstract

A general and efficient Cu(I)-mediated cross-coupling and heterocyclization reaction of 3-iodoimidazo[1,2-a]pyridine-2-carboxylic acid, and terminal alkynes was developed under very mild conditions. This method allows the introduction in one pot of a third ring fused in positions 2 and 3 of the imidazo[1,2-a]pyridine core with reasonable yields and total regioselectivity. This procedure does not require the use of any expensive supplementary additives, and is palladium-free.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Copper / chemistry*
  • Cyclization
  • Imidazoles / chemistry*
  • Molecular Structure
  • Palladium / chemistry
  • Pyridones / chemistry*

Substances

  • Imidazoles
  • Pyridones
  • pyrano(3',4'-4,5)imidazo(1,2-a)pyridin-1-one
  • Palladium
  • Copper