Preparation of new 2,3-diphenylpropenoic acid esters - good yields even for the more hindered Z isomers

Molecules. 2004 Mar 31;9(4):256-63. doi: 10.3390/90400256.

Abstract

The potassium salt of E- and Z-2,3-diphenylpropenoic acids prepared in situ could be esterified efficiently in DMSO with the appropriate alkyl halides at room temperature. In this way 10 previously undescribed esters of these acids were synthesised and characterised. Excellent yields were observed for most of the E isomers and the more hindered Z esters were also obtained in good yields, far better than those obtained applying the classical acid-catalysed esterification reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dimethyl Sulfoxide / chemistry
  • Esters* / chemical synthesis
  • Esters* / chemistry
  • Molecular Structure
  • Solvents / chemistry
  • Stereoisomerism

Substances

  • Esters
  • Solvents
  • Dimethyl Sulfoxide