Superoxide anion efficiently performs the oxidative cleavage of C NOH bonds of amidoximes and N-hydroxyguanidines with formation of nitrogen oxides

N Sennequier, JL Boucher, P Battioni, D Mansuy

Index: Sennequier, Nicolas; Boucher, Jean-Luc; Battioni, Pierrette; Mansuy, Daniel Tetrahedron Letters, 1995 , vol. 36, # 34 p. 6059 - 6062

Full Text: HTML

Citation Number: 38

Abstract

Potassium superoxide stoechiometrically reacts with arylamidoximes with the selective formation of the corresponding benzamide and nitrogen oxides (mainly NO2−) in high yield. A similar oxidative cleavage of the C NOH bond of N-hydroxy-arylguanidines also occurs upon reaction with KO2; the yield of the corresponding urea is lower and large amounts of the corresponding cyanamide are also formed. The significance of this reaction of O2•− ...