Microwave-assisted Pd/Cu-catalyzed C-8 direct alkenylation of purines and related azoles: an alternative access to 6,8,9-trisubstituted purines

J Org Chem. 2011 Nov 18;76(22):9542-7. doi: 10.1021/jo201893h. Epub 2011 Oct 26.

Abstract

An efficient microwave-assisted palladium/copper comediated C-8 direct alkenylation of purines with styryl bromides has been developed. The method is regioselective, functional group tolerant, rapid, and compatible with other related azoles. Combined with subsequent nucleophilic substitution, it provides an easy access to new 6,8,9-trisubstituted purines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azoles / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Microwaves
  • Molecular Structure
  • Palladium / chemistry*
  • Purines / chemical synthesis*
  • Purines / chemistry*
  • Stereoisomerism

Substances

  • Azoles
  • Purines
  • Palladium
  • Copper