Metal-free oxidative cross-coupling of unfunctionalized aromatic compounds

J Am Chem Soc. 2009 Feb 11;131(5):1668-9. doi: 10.1021/ja808940n.

Abstract

A new strategy for mixed biaryl synthesis has been developed using the hypervalent iodine(III) reagents. The unique reactivities of the sigma-heteroaryl iodine(III) intermediates generated in situ are the key element for the unusual metal catalyst-free transformations and strict control of the product selectivities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzene Derivatives / chemical synthesis
  • Benzene Derivatives / chemistry*
  • Iodine / chemistry
  • Naphthalenes / chemical synthesis
  • Naphthalenes / chemistry*
  • Onium Compounds / chemistry
  • Oxidation-Reduction
  • Pyrroles / chemical synthesis
  • Pyrroles / chemistry*
  • Thiophenes / chemical synthesis
  • Thiophenes / chemistry*

Substances

  • Benzene Derivatives
  • Naphthalenes
  • Onium Compounds
  • Pyrroles
  • Thiophenes
  • Iodine