SEARCH

SEARCH BY CITATION

Keywords:

  • aliphatic alcohols;
  • alkyl aryl ethers;
  • arylation;
  • diaryliodonium salts;
  • hypervalent iodine

Abstract

Diaryliodonium salts are demonstrated as efficient arylating agents of aliphatic alcohols under metal-free conditions. The reaction proceeds at room temperature within 90 min to give alkyl aryl ethers in good to excellent yields. Aryl groups with electron-withdrawing substituents are transferred most efficiently, and unsymmetric iodonium salts give chemoselective arylations. The methodology has been applied to the formal synthesis of butoxycaine.