Tetrahedron

N-hydroxypyridine-2 (1H)-thione derivatives of carboxylic acids as activated esters. Part I. The synthesis of carboxamides

DHR Barton, JA Ferreira

Index: Barton, Derek H. R.; Ferreira, J. Albert Tetrahedron, 1996 , vol. 52, # 28 p. 9347 - 9366

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Citation Number: 24

Abstract

The reaction between an acyl derivative of N-hydroxypyridine-2 (1H)-thione (a Barton PTOC ester) and either an amine (primary or secondary), or the corresponding sulfenamide, led to the formation of a carboxamide in a clean transformation requiring minimal work-up and purification. The reaction with a sulfenamide is particularly useful since the only by-product, an unsymmetrical disulfide, is of both synthetic and biological value. In sterically ...

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