Tetrahedron letters

An expeditious hydroxyamidation of carboxylic acids

A Ech-Chahad, A Minassi, L Berton, G Appendino

Index: Ech-Chahad, Abdellah; Minassi, Alberto; Berton, Luca; Appendino, Giovanni Tetrahedron Letters, 2005 , vol. 46, # 31 p. 5113 - 5115

Full Text: HTML

Citation Number: 35

Abstract

Capitalizing on in situ activation with the cyclic phosphonic anhydride PPAA (1), the conversion of carboxylic acids into hydroxamic acids has been reduced to an experimentally simple one-pot operation that addresses the issue of polyacylation without resorting to a large excess of hydroxylamine or to protection. Scope and selectivity were satisfactory with a wide range of substrates, including α, β-unsaturated acids and hydroxyacids.