The mechanism of oxidation of hydroxamic acids by alkaline ferricyanide
- 1 January 1971
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 677-681
- https://doi.org/10.1039/j29710000677
Abstract
The oxidation of hydroxamic acids, RCO·NH·OH (I)via their radical-anions RCO–N–O (II) gives NO-diacylhydroxylamines RCO·NH·O·COR (III) in high yields. These compounds are active acylating agents. It is suggested that an unstable dimer of (II) gives (III) by intramolecular rearrangement. N-Alkylhydroxamic acids oxidise similarly to give N-alkyl-NO-diacylhydroxylamines together with oximes or their oxidation products. Both kinetic and e.s.r. studies have been used to elucidate the reaction mechanism.Keywords
This publication has 0 references indexed in Scilit: