Synthesis of α-allyl ketones via gold-catalyzed coupling of allenamides with vinyl azides
Vinyl azides are versatile building blocks which are widely applied to the synthesis of nitrogen-containing heterocycles.However,there is no report on the coupling reaction of allenamides with vinyl azides.This paper reported an effi-cient addition reaction of vinyl azides with allyl cationic intermediate formed by gold-catalyzed activation of allenamides,which subsequently hydrolyzed to obtain 9 of α-allyl ketones.All the products were characterized by IR,NMR and HRMS.Moreover,the precise configuration of α-allyl ketones was unambiguously confirmed by single-crystal X-ray analysis of 3i.This method en-riched the study of allenamides via using vinyl azides as the nucleophilic reagents to the addition reactions of allenamides.