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Organophotoredox-Catalyzed Alkylation of Vinylsulfur Pentafluoride: Expanding Access to SF5-Containing Aliphatic
Laurianne Verret1,2, Pascal Paquin1,3, Martin Le Roy1
1CCVC, PROTEO, Département de chimie, Université Laval, 1045 Avenue de la Médecine, Québec, Québec, Canada G1V 0A6.
Abstract:
The pentafluorosulfanyl (SF5) group is a valuable fluorinated motif, but aliphatic SF5 synthesis remains challenging. We report a metal-free organophotoredox strategy to access aliphatic SF5 compounds via alkylation of vinylsulfur pentafluoride, prepared from an SF5-triflate precursor. This operationally simple transformation proceeds under mild conditions, tolerates a broad range of functional groups, and affords diverse SF5-substituted alkanes in moderate to good yields. The reaction is amenable to continuous-flow processing.
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