N-heterocyclic Carbene Catalyzed Acylalkylation of Indole via C-C Bond Cleavage/ Dearomatization to Access the Multisubstituted Benzopyrrolizidinones

The developed of novel approaches to construct benzopyrrolizidinones skeleton under metal-free conditions remains a significant challenge in medicinal chemistry. Therefore, we report an efficient methodology for construction of multisubstituted benzopyrrolizidinones via N-heterocyclic carbene catalyzed acylalkylation reactions of indoles involving C-C bond cleavage and dearomatization. This method exhibits the broad scope, excellent diastereoselectivity, allowing for formation of multisubstituted benzopyrrolizidinones under mild conditions. Moreover, N-heterocyclic carbene catalyzed acylalkylation of Indole was further applied to the late-stage functionalization of pharmaceutical skeletons.