Dual NHC/Organophotoredox-Catalyzed Radical Phosphinoylacylation of Alkenes with Acyl Fluorides and H-Phosphine Oxides.

A dual NHC/photoredox-catalyzed radical phosphinoylacylation of alkenes has been developed with organic dye Eosin Y as organophotocatalyst under green light irradiation. In this reaction, readily available acyl fluorides and secondary phosphine oxides are used as radical precursors to simultaneously construct C-C and C-P bonds. A wide range of β-phosphinoyl ketones are smoothly accessed in moderate to good yields under these mild reaction conditions. The scale-up reaction and synthesis of new valuable organophosphorus compounds, such as phosphine-olefin ligands, highlight the great potential applications of this approach. In addition, the preliminary mechanistic studies support the generation of the phosphorus radical and ketyl radical.