1,3-Difunctionalization of Imino-Carbenes via Rhodium-Catalyzed Reactions of Triazoles with Acyl Selenides

Abstract

Herein, we report on the rhodium-catalyzed reaction of triazoles with acyl selenides. Under thermal reaction conditions and in the presence of a rhodium catalyst, a rapid 1,3-difunctionalization reaction occurs to provide valuable α-seleno enamides with high stereoselectivity and broad functional group tolerance, which was demonstrated in 35 examples with up to 95% yield. Computational calculations suggest a reaction pathway that gives a direct access to the 1,3-difunctionalization without intermittent formation of ylide intermediates. (Figure presented.).