Highly efficient synthesis of phenols by copper-catalyzed hydroxylation of aryl iodides, bromides, and chlorides

Org Lett. 2011 Aug 19;13(16):4340-3. doi: 10.1021/ol2016737. Epub 2011 Jul 25.

Abstract

8-Hydroxyquinolin-N-oxide was found to be a very efficient ligand for the copper-catalyzed hydroxylation of aryl iodides, aryl bromides, or aryl chlorides under mild reaction conditions. This methodology provides a direct transformation of aryl halides to phenols and to alkyl aryl ethers. The inexpensive catalytic system showed great functional group tolerance and excellent selectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bromides / chemistry*
  • Catalysis
  • Chlorides / chemistry*
  • Copper / chemistry*
  • Hydroxylation
  • Iodides / chemistry*
  • Ligands
  • Molecular Structure
  • Phenols / chemical synthesis*

Substances

  • Bromides
  • Chlorides
  • Iodides
  • Ligands
  • Phenols
  • Copper