(Fluoromethylsulfonyl)methylation of Quinoxalinones Using NaSO 2 CH 2 F for C-F Bond Cleavage.

We developed a facile, efficient, and scalable route to achieve monofluoromethylsulfinyl alkylation of quinoxalinones. NaSO 2 CH 2 F served as the source of methylene to construct new C-C and C-S bonds via C-F bond cleavage. NaSO 2 CH 2 F was also the source of SO 2 CH 2 F. Density functional theory calculations confirmed the proposed mechanism, in which the SO 2 CH 2 F radical is immediately trapped. The reaction exhibited a high level of atom economy. Moreover, some representative products displayed excellent biological activity.