Preparation of functional benzofurans and indoles via chemoselective intramolecular Wittig reactions

Chem Commun (Camb). 2012 Aug 21;48(65):8135-7. doi: 10.1039/c2cc33972b. Epub 2012 Jul 9.

Abstract

A general preparation of new types of benzofurans, benzothiophenes and indoles is realized via chemoselective intramolecular Wittig reactions with the corresponding ester, thioester and amide functionalities using in situ formed phosphorus ylides as key intermediates. The reaction conditions are very mild, and numerous Michael acceptors and commercially available acid chlorides can be applied very efficiently in a one-step procedure.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis
  • Amides / chemistry
  • Benzofurans / chemical synthesis*
  • Benzofurans / chemistry
  • Chlorides / chemical synthesis
  • Chlorides / chemistry
  • Esters / chemical synthesis
  • Esters / chemistry
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Organophosphorus Compounds / chemical synthesis
  • Organophosphorus Compounds / chemistry
  • Thiophenes / chemical synthesis*
  • Thiophenes / chemistry

Substances

  • Amides
  • Benzofurans
  • Chlorides
  • Esters
  • Indoles
  • Organophosphorus Compounds
  • Thiophenes
  • benzothiophene