Direct arylation of imidazo[1,2-a]pyridine at C-3 with aryl iodides, bromides, and triflates via copper(I)-catalyzed C-H bond functionalization

Org Lett. 2012 Apr 6;14(7):1688-91. doi: 10.1021/ol300232a. Epub 2012 Mar 14.

Abstract

A convenient method for the copper(I)-catalyzed arylation of substituted imidazo[1,2-a]pyridine has been developed. This method is applicable to a variety of aryl electrophiles, including bromides, iodides, and triflates. It represents the first general process for C-3 arylation of substituted imidazo[1,2-a]pyridine by Cu(I) catalysis to construct various functionalized imidazo[1,2-a]pyridine core π-systems.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Combinatorial Chemistry Techniques
  • Copper / chemistry*
  • Hydrocarbons, Brominated / chemical synthesis
  • Hydrocarbons, Brominated / chemistry*
  • Hydrocarbons, Iodinated / chemical synthesis
  • Hydrocarbons, Iodinated / chemistry*
  • Imidazoles / chemical synthesis*
  • Imidazoles / chemistry
  • Mesylates / chemical synthesis
  • Mesylates / chemistry*
  • Molecular Structure
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry

Substances

  • Hydrocarbons, Brominated
  • Hydrocarbons, Iodinated
  • Imidazoles
  • Mesylates
  • Pyridines
  • Copper