Cu-catalyzed arylation of phenols: synthesis of sterically hindered and heteroaryl diaryl ethers

J Org Chem. 2010 Mar 5;75(5):1791-4. doi: 10.1021/jo9026935.

Abstract

Cu-catalyzed O-arylation of phenols with aryl iodides and bromides can be performed under mild condition in DMSO/K(3)PO(4) with use of picolinic acid as the ligand for copper. This method tolerates a variety of functional groups and is effective in the synthesis of hindered diaryl ethers and heteroaryl ethers.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Catalysis
  • Copper / chemistry*
  • Cyclization
  • Ethers / chemical synthesis*
  • Ethers / chemistry
  • Ligands
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Phenols / chemistry*
  • Stereoisomerism

Substances

  • Ethers
  • Ligands
  • Phenols
  • Copper