Intramolecular oxidative palladium-catalyzed diamination reactions of alkenyl sulfamates: an efficient synthesis of [1,2,5]thiadiazolo-fused piperazinones

Abstract

A palladium-catalyzed diamination domino process of sulfamates arising from glycine allylamides is reported. The reaction leads to the formation of [1,2,5]thiadiazolo-fused piperazinones. The essential feature of the synthetic route is the use of PdCl₂(MeCN)₂/CuBr₂, as a catalytic system which promotes the second amination process, leading to the bicycle ring-fused compounds in good yields.