Iodide-catalyzed reductions: development of a synthesis of phenylacetic acids

J Org Chem. 2011 Nov 18;76(22):9519-24. doi: 10.1021/jo2018087. Epub 2011 Oct 18.

Abstract

A new convenient and scalable synthesis of phenylacetic acids has been developed via the iodide catalyzed reduction of mandelic acids. The procedure relies on in situ generation of hydroiodic acid from catalytic sodium iodide, employing phosphorus acid as the stoichiometric reductant.

MeSH terms

  • Acids / chemistry
  • Catalysis
  • Iodides / chemistry*
  • Iodine Compounds / chemistry
  • Mandelic Acids / chemistry
  • Molecular Structure
  • Oxidation-Reduction
  • Phenylacetates / chemical synthesis*
  • Phenylacetates / chemistry
  • Stereoisomerism

Substances

  • Acids
  • Iodides
  • Iodine Compounds
  • Mandelic Acids
  • Phenylacetates
  • hydroiodic acid
  • phenylacetic acid