Thionation using fluorous Lawesson's reagent

Org Lett. 2006 Apr 13;8(8):1625-8. doi: 10.1021/ol060208a.

Abstract

[reaction: see text] Thionation of amides, 1,4-diketones, N-(2-oxoalkyl)amides, N,N'-acylhydrazines, and acyl-protected uridines with the use of a fluorous analogue of the Lawesson's reagent leads to thioamides, thiophenes, 1,3-thiazoles, 1,3,4-thiadiazoles, and acyl-protected 4-thiouridines. The isolation of the final products in high yields is achieved in most cases by a simple filtration (fluorous solid-phase extraction).

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Combinatorial Chemistry Techniques*
  • Indicators and Reagents
  • Molecular Structure
  • Organothiophosphorus Compounds / chemistry*
  • Sulfur Compounds / chemical synthesis*
  • Sulfur Compounds / chemistry*
  • Thiazoles / chemical synthesis*
  • Thiazoles / chemistry

Substances

  • Indicators and Reagents
  • Organothiophosphorus Compounds
  • Sulfur Compounds
  • Thiazoles
  • 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide