A Mild and Convenient Method of Generation of Nitrile Oxides by Dimethyldioxirane Oxidation

Abstract

A mild and convenient method for generation of nitrile oxides is established by dimethyldioxirane oxidation of aldehyde oximes. Aldehyde oximes were converted to furoxanes in almost quantitative yields via dimerization of the corresponding nitrile oxides upon oxidation. When the oxidation was carried out in the presence of alkene or alkyne dipolarphiles, isoxazolines or isoxazoles were obtained.