Unifying -Sulfinylamines with Alkyltrifluoroborates by Organophotoredox Catalysis: Access to Functionalized Alkylsulfinamides and High-Valent S(VI) Analogues.

We describe an organophotoredox-catalyzed sp C-S coupling of -sulfinylamines with bench-stable alkyltrifluoroborates as a latent nucleophilic counterpart en route to alkylsulfinamides in high efficiency. In contrast to the two-electron reactivity of traditional organometallic reagents, this catalytic method reports the single-electron process of an organometallic reagent with -sulfinylamines in C-S coupling. This mild and scalable protocol offers operational simplicity and exceptional functional group compatibility, including ketone, ester, amide, nitrile, and halides, that is vulnerable to organolithium or Grignard reagents.