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

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

Journal Name: Letters in Organic Chemistry

Volume 2 , Issue 4 , 2005

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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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Article Details

VOLUME: 2
ISSUE: 4
Year: 2005
Page: [330 - 333]
Pages: 4
DOI: 10.2174/1570178054038957
Price: $58

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