Transition Metal-Catalyzed Intermolecular Oxidation Of Ynamides For The Preparation Of ?-functionalized Amides And ?/?-Lactams

Ynamides have always been a hot research object in the field of organic chemistry because of its unique reactivity.The reactions of ynamides lead directly to nitrogen-containing products which provides access to important structural motifs.In this paper,several synthetically useful methods have been developed for the synthesis of a-functionalized amides and lactams featuring the transition metal-catalyzed intermolecular oxidation of ynamides.The whole work consists of two parts:In the first part,we have realized a zinc-catalyzed intermolecular oxidation of ynamides to give versatile a-aryloxy amides and a-arylthio amides.This synthetic strategy can avoid the traditional use of hazardous diazo compounds,thus providing a viable alternative to synthetically useful a-aryloxy amides and a-arylthio amides.In the second part,we have developed a transition metal-catalyzed intermolecular oxidation of ynamides to synthesize functionalized y-lactams and?-lactams.Different from the well-established gold-catalyzed intermolecular ynamides oxidation/cyclization for the synthesis of cyclopropane compounds,this method affords the lactams containing an alkene motif,highlighting the non-noble metal catalyzed oxidation reaction of alkynes.