Thionation Using Fluorous Lawesson's Reagent

Zoltán Kaleta,†‡ Brian T. Makowski,† Tibor Soós,*‡ and Roman Dembinski*†
Department of Chemistry, Oakland University, 2200 North Squirrel Road, Rochester, Michigan 48309-4477, and Institute of Biomolecular Chemistry, Chemical Research Center of Hungarian Academy of Science, P.O. Box 17, 1525 Budapest, Hungary
Org. Lett., 2006, 8 (8), pp 1625–1628
DOI: 10.1021/ol060208a
Publication Date (Web): March 18, 2006
Copyright © 2006 American Chemical Society
†

 Oakland University.

,
‡

 Chemical Research Center.

,
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, dembinsk@oakland.edu

Abstract

Abstract Image

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).

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History

  • Published In Issue April 13, 2006
  • Received January 24, 2006

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