Reactions of Diaryl Oximes with Dimethyl Sulphoxide–Dicyclohexylcarbodi-imide–Acid. Some Reactions of N-(Methylthiomethyl) Nitrones
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- No. 12,p. 1718-1725
- https://doi.org/10.1039/j39700001718
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.Keywords
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