A novel heterocyclic atom exchange reaction with Lawesson's reagent: a one-pot synthesis of dithiomaltol

Chem Commun (Camb). 2006 Jan 14:(2):206-8. doi: 10.1039/b511966a. Epub 2005 Nov 17.

Abstract

A one-pot reaction of maltol with Lawesson's reagent generates dithiomaltol, a thiopyran-4-thione, via an unusual heterocyclic atom exchange (HCAE) reaction; only pyrones with proton or aliphatic substituents undergo the HCAE substitution.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Models, Molecular
  • Molecular Structure
  • Organothiophosphorus Compounds / chemistry*
  • Pyrones / chemical synthesis*
  • Pyrones / chemistry

Substances

  • Organothiophosphorus Compounds
  • Pyrones
  • dithiomaltol
  • 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide