Electrochemical control of regioselective ring opening enables divergent functionalization of methylenecyclopropanes.

Herein, we report an electrochemically controlled regioselective ring-opening of methylenecyclopropanes (MCPs), providing a range of substituted indole derivatives and chloro-substituted alkenes in moderate to good yields. The tunable transformations proceed under mild and oxidant-free conditions through electrochemically generated N-centered radicals. Mechanistic studies reveal that water molecules serve as the oxygen source, facilitating subsequent installation of a tosylate (OTs) group that offers versatile opportunities for late-stage derivatization.