Nitrones and oxaziridines. VII. Cycloaddition reactions of nitrones with carbon disulphide

Abstract

The cyclic aldo nitrones (3)-(5) undergo cycloaddition reactions with carbon disulphide to yield the related thiolactams (6)-(8), presumably via intermediate 1,4,2-oxathiazolidine-5-thiones, which could not be isolated or detected. N-(Benzylidene)-methylamine N-oxide undergoes a similar conversion into the related thioamide, but the reaction is not shown by all nitrones.