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General Co-catalytic Hydrothiolation of gem -Difluoroalkenes.

Jacob P SorrentinoRyan M HerrickMohammed K Abd El-GaberAhmed Z AbdelazemAnkit KumarRyan A Altman
Published in: The Journal of organic chemistry (2022)
Regioselective functionalization of gem -difluoroalkenes enables convergent late-stage access to fluorinated functional groups, though most functionalization reactions proceed through defluorinative functionalization processes that deliver mono-fluorovinyl products. In contrast, fewer reactions undergo net hydrofunctionalization to generate difluorinated products. Herein, we report a photocatalytic hydrothiolation of gem -difluoroalkenes that enables access to a broad spectrum of α,α-difluoroalkylthioethers. Notably, the reaction successfully couples nonactivated substrates, which expands the scope of accessible molecules relative to previously reported reactions involving organo- or photocatalytic strategies. Further, this reaction successfully couples biologically relevant molecules under aqueous conditions, highlighting potential applications in both late-stage and biorthogonal functionalizations.
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