Synthesis of Hydroxamic Acids by Activation of Carboxylic Acids with N,N'-Carbonyldiimidazole: Exploring the Efficiency of the Method

Synthetic Communications 2010
Natālija Usačova, Gundars Leitis, Aigars Jirgensons, Ivars Kalviņš

Activation of carboxylic acids with N,N'-carbonyldiimidazole followed by the reaction with anhydrous or aqueous hydroxylamine hydrochloride was demonstrated to be an operationally simple method for the synthesis of hydroxamic acids in good yield and high purity after aqueous workup. The potential by-product, N,O-diacylhydroxylamine, is cleanly transformed to hydroxamic acid in these reaction conditions.

Keywords
Activation; N,N-carbonyldiimidazole; carboxylic acid; hydroxamic acid; hydroxylamine
DOI
10.1080/00397910903026723
Hyperlink
https://www.tandfonline.com/doi/abs/10.1080/00397910903026723

Usačova, N., Leitis, G., Jirgensons, A., Kalviņš, I. Synthesis of Hydroxamic Acids by Activation of Carboxylic Acids with N,N'-Carbonyldiimidazole: Exploring the Efficiency of the Method. Synthetic Communications, 2010, Vol. 40, No. 6, pp.927-935. ISSN 0039-7911. Available from: doi:10.1080/00397910903026723

Publication language
English (en)