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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

A Simple and Effective Method for the Thionation of Amides to Thioamides Using Al2O3-Supported P4S10

Author(s): Jacques H. Poupaert, Pascal Carato and Christopher R. McCurdy

Volume 2, Issue 4, 2005

Page: [330 - 333] Pages: 4

DOI: 10.2174/1570178054038957

Price: $65

Abstract

A simple and effective method for the thionation of amides to thioamides using Al2O3-supported P4S10 was developed and applied to a series of amides including some heterocyclic examples. The reaction was best performed in anhydrous dioxane at reflux temperature. Yields ranging from 62 - 93% are comparable to, or superior to those obtained with Lawessons reagent. The method uses inexpensive reagents and has the advantage that reagent-derived byproducts may be removed by a simple hydrolytic workup rather than by chromatography, as required for Lawessons reagent.

Keywords: thioamide, thionation, heterocycles, lawessons reagent, supported reagents


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