A visible-light photoredox cleavage of α-allenylic C–O bond and alkenyl C–S formation is disclosed for the first time. The thiolation of allenyl phosphine oxides with diaryl disulfides occurs smoothly in metal-free and mild conditions, affording novel S,P-bifunctionalized butadienes with moderate to excellent yields. Mechanistic studies explain the cleavage of a C( sp 3 )–O(Ar) bond in initiating a key alkenyl radical intermediate.
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