Abstract
Abstract Thiobenzoyl isocyanates react with benzylidenanilines, benzylidenalkylamines and dianils to yield the corresponding mono- and bis (4+2) cycloadducts. Benzoyl isocyanates do not react with benzylidenanilines, but they are easily added to benzylidenebenzylamine to give the (4+2) cycloadducts in good yields. Cycloaddition of these isocyanates to anils is dependent upon the basicity of the nitrogen atom of C=N bond. Neither benzoyl isocyanates nor thiobenzoyl isocyanates are added to the C=C bond of cinnamylidenanilines, but they react with the C=N bond to afford the (4+2) cycloadducts.
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