A series of gold(I)-catalyzed rearrangement reactions of alkynyl sulfoxides are reported. Homopropargylsulfoxides are rearranged to benzothiepinones or benzothiopines, while α-thioenones are formed in the reaction of propargylsulfoxides. The proposed mechanism proceeds via an α-carbonyl gold−carbenoid intermediate formed through gold-promoted oxygen atom transfer from the sulfoxide to the alkyne.
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