Electrochemically induced Markovnikov-type selective hydro/deuterophosphonylation of electron-rich alkenes

Abstract

The regioselective hydro/deuterophosphonylation of electron-rich alkenes with P(O)H compounds has been realized via a metal-free electrochemically induced strategy, accessing various Markovnikov-type adducts in high yields. A series of monodeuterated organophosphorus compounds with high deuterium (D) incorporation are subsequently obtained by adding D₂O as the D source. The protocol features broad substrate scope, low energy consumption, high atom economy, and scalability. Monodeuterated organophosphoric acids can be synthesized via late-stage transformation.