Divergently Access N-center 5,6,7-Perifused Cycle

Abstract

Nitrogen-containing heterocycles are the key components in many pharmaceuticals and functional materials. In this study, we reported a transition metal-catalyzed high-order reaction sequence for synthesizing a structurally unique N-center 5,6,7-perifused cycle (NCPC). The key characteristics included the formation of a seven-membered ring by the 8π electrocyclization of various alkenes and aromatic heterocycles as π-components, in which metal carbene species generated that further induced the cleavage of the α-C-H or -C-C bond. Specifically, the latter could react with various nucleophilic reagents containing -O, -S, -N, and -C. The stereo-controlled late-stage modification of some complicated pharmaceuticals indicated the versatility of this protocol.