Regio- and Stereoselective Thianthrenation of Olefins To Access Versatile Alkenyl Electrophiles.
Junting ChenJiakun LiMatthew B PlutschackFlorian BergerTobias RitterPublished in: Angewandte Chemie (International ed. in English) (2020)
Herein, we report a regioselective alkenyl electrophile synthesis from unactivated olefins that is based on a direct and regioselective C-H thianthrenation reaction. The selectivity is proposed to arise from an unusual inverse-electron-demand hetero-Diels-Alder reaction. The alkenyl sulfonium salts can serve as electrophiles in palladium- and ruthenium-catalyzed cross-coupling reactions to make alkenyl C-C, C-Cl, C-Br, and C-SCF3 bonds with stereoretention.
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