An expeditious hydroxyamidation of carboxylic acids

Abdellah Ech-Chahad; Alberto Minassi; Luca Berton; Giovanni Appendino

doi:10.1016/j.tetlet.2005.05.131

An expeditious hydroxyamidation of carboxylic acids

Abdellah Ech-Chahad
, Alberto Minassi
, Luca Berton
, Giovanni Appendino

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

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.

Original language	English
Pages (from-to)	5113-5115
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	31
DOIs	https://doi.org/10.1016/j.tetlet.2005.05.131
Publication status	Published - 1 Aug 2005

Keywords

Fatty acids, PPAA
Hydroxamic acids
Hydroxyamidation
Oleic acid

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10.1016/j.tetlet.2005.05.131

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title = "An expeditious hydroxyamidation of carboxylic acids",

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.",

keywords = "Fatty acids, PPAA, Hydroxamic acids, Hydroxyamidation, Oleic acid",

author = "Abdellah Ech-Chahad and Alberto Minassi and Luca Berton and Giovanni Appendino",

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T1 - An expeditious hydroxyamidation of carboxylic acids

AU - Ech-Chahad, Abdellah

AU - Minassi, Alberto

AU - Berton, Luca

AU - Appendino, Giovanni

PY - 2005/8/1

Y1 - 2005/8/1

N2 - 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.

AB - 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.

KW - Fatty acids, PPAA

KW - Hydroxamic acids

KW - Hydroxyamidation

KW - Oleic acid

UR - https://www.scopus.com/pages/publications/21344469061

U2 - 10.1016/j.tetlet.2005.05.131

DO - 10.1016/j.tetlet.2005.05.131

M3 - Article

SN - 0040-4039

VL - 46

SP - 5113

EP - 5115

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 31

ER -

An expeditious hydroxyamidation of carboxylic acids

Abstract

Keywords

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