Practical iron-catalyzed dehalogenation of aryl halides

Chem Commun (Camb). 2010 Sep 14;46(34):6350-2. doi: 10.1039/c0cc01980a. Epub 2010 Aug 9.

Abstract

An operationally simple iron-catalyzed hydrodehalogenation of aryl halides has been developed with 1 mol% Fe(acac)(3) and commercial t-BuMgCl as reductant. The mild reaction conditions (THF, 0 degrees C, 1.5 h) effect rapid chemoselective dehalogenation of (hetero)aryl halides (I, Br, Cl) and tolerate F, Cl, OR, SR, CN, CO(2)R, and vinyl groups.

MeSH terms

  • Catalysis
  • Ferric Compounds / chemistry*
  • Hydrocarbons, Aromatic / chemical synthesis*
  • Hydrocarbons, Aromatic / chemistry
  • Hydrocarbons, Halogenated / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Ferric Compounds
  • Hydrocarbons, Aromatic
  • Hydrocarbons, Halogenated