The Cycloaddition Reactions of Benzoylsulfene with Anils

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Abstract
The reactions of benzoylmethanesulfonyl chloride with various anils (Ar–CH=N–R) in the presence of triethylamine have been studied. It has been found that the corresponding (4+2) and/or (2+2) cycloadducts of benzoylsulfene and the anil were obtained, depending on the nature of the substituents, R, in the anils. The reaction of the chloride with benzylidene-n-propylamine in the absence of triethylamine gave only the (2+2) cycloadduct, while the (4+2) cycloadduct was exclusively obtained in the presence of triethylamine. The chloride reacted with dibenzylidenethylenediamine in the presence of triethylamine to give the corresponding bis(4+2) cycloadduct.

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