Aerobic Oxysulfonylation of Olefins Using N -Sulfonylaminophthalimides as Sulfonyl Radical Precursors.
Zhenxing YanJie YeHeng WangTao ChenZe-Feng XuMingming YuChuan-Ying LiPublished in: Organic letters (2024)
Readily accessible N -sulfonylaminophthalimides were developed to be efficient sulfonyl radical precursors upon being treated with a base/oxidant under mild conditions. The method was applied to the oxysulfonylation of olefins, providing β-ketosulfones and isobenzofurans stereoselectively. On the basis of control experiments, density functional theory calculations, and the literature, a plausible radical mechanism was proposed. The findings offered a chance to develop novel radical precursors based on diversely substituted N -aminophthalimides, which might establish a universal mild approach for the generation of various radicals.