Abstract
Benzoyl isocyanates react with ethyl (dimethylsulfuranilidene) acetate, dimethyl sulfonium phenacylide and dimethyloxosulfonium methylide to give the corresponding stable benzoylcarbamoyl- sulfonium ylides which on pyrolysis, are converted into oxazoles. However, with dimethylsulfonium phenacylide, thioacyl isocyanate affords the thiazole derivative. In connection with the formation of oxazoles, the reaction of benzoyl isocyanates with some diazoalkanes was also investigated: the products are not 1,2,3-triazolones as reported by Neidlein, but instead benzoylcarbamoyldiazo compounds which were thermally decomposed to oxazoles.
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