The Reactions of Oximes with Lead Tetraacetate. The Scope of the Reactions

A detailed study of the reaction of oximes by lead tetraacetate has been made. It has beers found that the reaction gave nitrogen and the respective aldehydes or ketones in good yields.. In the reaction, which can be applied to general oximes, the order of yields was: aliphatic aldoximes >aliphatic ketoximes>alicyclic ketoximes >aromatic ketoximes>aromatic aldoximes. Some limited mechanistic implications are presented and discussed on the basis of the results obtained. Stoichiometrically, it has been found that 2 moles of oxime react with 1 mole of lead tetraacetate to produce 2 moles of aldehyde or ketone and 1 mole of nitrogen.