CuI-nanoparticles-catalyzed selective synthesis of phenols, anilines, and thiophenols from aryl halides in aqueous solution

J Org Chem. 2011 Apr 1;76(7):2296-300. doi: 10.1021/jo102506x. Epub 2011 Feb 28.

Abstract

CuI-nanoparticles-catalyzed selective synthesis of phenols, anilines, and thiophenols from aryl halides was developed in the absence of both ligands and organic solvents. Anilines were formed selectively with ammonia competing with hydroxylation and thiophenols were generated selectively with sulfur powder after subsequent reduction competing with hydroxylation and amination.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aniline Compounds / chemical synthesis*
  • Aniline Compounds / chemistry
  • Catalysis
  • Copper / chemistry*
  • Hydrocarbons, Halogenated / chemistry*
  • Iodides / chemistry*
  • Ligands
  • Molecular Structure
  • Nanoparticles / chemistry*
  • Phenols / chemical synthesis*
  • Phenols / chemistry
  • Solutions / chemistry*
  • Solvents / chemistry*
  • Sulfhydryl Compounds / chemical synthesis*
  • Sulfhydryl Compounds / chemistry

Substances

  • Aniline Compounds
  • Hydrocarbons, Halogenated
  • Iodides
  • Ligands
  • Phenols
  • Solutions
  • Solvents
  • Sulfhydryl Compounds
  • Copper
  • cuprous iodide
  • thiophenol
  • aniline