Electrocatalytic 1,6-Difunctionalization of Bicyclopropanes

Ring-opening remote difunctionalization of bicyclopropanes, which allows the incorporation of functional groups at the 1,6-positions, remains a significant challenge in synthetic organic chemistry. Herein, we report an electrochemically driven strategy that enables an unprecedented 1,6-ring-opening dioxygenation of bicyclopropanes. Central to this advancement is a π-conjugation-mediated electron transit process, which facilitates a concerted nucleophilic attack on transient aryl radical cation species at the remote site. This protocol operates under mild conditions and demonstrates broad substrate compatibility, exceptional stereoselectivity, and precise regiocontrol.