C-2 functionalization of indoles with xanthate-lactam derivatives by radical-oxidative coupling, an approach to Aspidosperma alkaloids

Abstract

The C-2 functionalization of various indole derivatives via radical-oxidative coupling is presented. The xanthate precursors utilized as alkylating agents are derived from two distinct lactams, which are of considerable significance due to their presence in numerous monoterpenoid indole alkaloids, such as Aspidosperma and ibophyllidine types. The synthesis of 1,2-dehydroaspidospermidine exemplifies the application of this methodology.