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Abstract
Abstract The preparation, physical properties, and reactions of arylazo aryl sulfones are described. The mechanism of the decomposition of arylazo aryl sulfones is discussed. Arylazo aryl sulfones afford aryl cations, aryl radicals, and aryl anions under strongly acidic, weakly basic, and strongly basic conditions, respectively. Carbenes are formed from alkenylazo sulfones while cyclic azosulfones such as 1,2,3-benzothiazole 1,1-dioxides, afford benzynes. Tosylazocyclohexene reacts with enamines to give [2 + 3] cycloadducts.
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