Photoredox-Catalyzed Selective α-Scission of PR₃–OH Radicals to Access Hydroalkylation of Alkenes

Abstract

Photoinduced generation of phosphoranyl radicals offers a versatile strategy to access a variety of synthetically valuable radicals. A long-standing challenge remains in the regulation of phosphoranyl radical to undergo α-scission pathway, although the β-scission mode has been intensively studied. We herein developed an unprecedented protocol for selective α-scission of the P(OH)R₃ radical intermediate under photocatalytic conditions. This efficient P-C bond cleavage via α-scission of the P(OH)R₃ radicals has been successfully utilized in the alkylation/fluoroalkylation of alkenes.