Convenient synthesis of 3-vinyl and 3-styryl coumarins

Org Lett. 2011 Oct 7;13(19):5112-5. doi: 10.1021/ol201983u. Epub 2011 Sep 15.

Abstract

A variety of 2-hydroxy aldehydes on reaction with 3-butenoic acid afford in a one-pot reaction the corresponding 3-vinylcoumarins. As expected, extension of the delocalized π-electron system accomplished by Heck coupling reactions with aryl halides results in an increased fluorescence of the compounds whose applicability is yet to be established.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Coumarins / chemical synthesis*
  • Fluorescent Dyes / chemical synthesis*
  • Molecular Structure
  • Styrenes / chemistry*
  • Vinyl Compounds / chemical synthesis*

Substances

  • Coumarins
  • Fluorescent Dyes
  • Styrenes
  • Vinyl Compounds