Metal-free C-H cross-coupling toward oxygenated naphthalene-benzene linked biaryls

Org Lett. 2011 Dec 2;13(23):6208-11. doi: 10.1021/ol202632h. Epub 2011 Oct 28.

Abstract

The intermolecular C-H cross-coupling between aromatic ethers has been achieved for the first time using perfluorinated hypervalent iodine(III) compounds as extreme single-electron-transfer (SET) oxidants. The demonstrations of this specific coupling could provide a direct route to valuable oxygenated mixed naphthalene-benzene biaryls 3 only, without formation of other biaryl-derived byproducts.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzene Derivatives / chemical synthesis*
  • Benzene Derivatives / chemistry*
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Hydrocarbons, Fluorinated / chemistry*
  • Hydrocarbons, Iodinated / chemistry*
  • Metals
  • Naphthalenes / chemical synthesis*
  • Naphthalenes / chemistry*
  • Oxidation-Reduction

Substances

  • Benzene Derivatives
  • Hydrocarbons, Fluorinated
  • Hydrocarbons, Iodinated
  • Metals
  • Naphthalenes