Synthetic study demonstrates photoredox halogen-atom transfer to access fluorinated secondary alcohols from brominated precursors, highlighting a versatile route to bioactive building blocks.
In this study, we disclose an innovative strategy to access α‐monofluoromethyl secondary alcohol derivatives under mild blue‐light irradiation from brominated fluoroethanol benzoate (BFEB). This reaction takes advantages of bulky silicon radical as a halogen atom transfer (XAT) acceptor to generate the nucleophilic monofluoromethyl ketyl‐type radical, which serves as the key intermediate to couple with a series of phenylsulfonyl‐masked substrates. A broad scope of allyl, alkenyl (Z and E configurations), and alkynyl α‐monofluoromethyl carbinol derivatives were obtained in moderate to good yields.
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Zhai et al. (2024) studied this question.
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