Reactions of Diaryl Oximes with Dimethyl Sulphoxide–Dicyclohexylcarbodi-imide–Acid. Some Reactions of N-(Methylthiomethyl) Nitrones

Abstract

Several diaryl ketoximes, when treated with dimethyl sulphoxide and dicyclohexylcarbodi-imide–acid, give amides and N-(diarylmethylene)methylthiomethylamine N-oxides in competing reactions for which mechanisms are proposed. The action of alkali on N-(diphenylmethylene)methylthiomethylamine N-oxide to give N-diphenylmethylformohydroxamic acid was studied, and reductions and dipolar additions are also reported for the nitrone. The n.m.r. deshielding effect of the nitrone group is considered.