Novel system for decarboxylative bromination of alpha,beta-unsaturated carboxylic acids with diacetoxyiodobenzene

Chem Pharm Bull (Tokyo). 2009 Nov;57(11):1243-5. doi: 10.1248/cpb.57.1243.

Abstract

A simple and mild method for the conversion of varieties of alpha,beta-unsaturated carboxylic acids to the corresponding bromoalkenes using diacetoxyiodobenzene (IBD) in combination with tetraethyl-ammonium bromide (TEAB) at room temperature is discussed. Advantages of this system are short reaction time, easy work up and gave good to excellent yields.

MeSH terms

  • Carboxylic Acids / chemistry*
  • Decarboxylation
  • Hydrocarbons, Brominated / chemical synthesis*
  • Hydrocarbons, Brominated / chemistry
  • Iodobenzenes / chemistry*
  • Molecular Structure
  • Tetraethylammonium / chemistry

Substances

  • Carboxylic Acids
  • Hydrocarbons, Brominated
  • Iodobenzenes
  • Tetraethylammonium