American Chemical Society
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SuFEx-Enabled Direct Deoxy-Diversification of Alcohols

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posted on 2024-05-01, 21:33 authored by Amaechi Shedrack Odoh, Courtney Keeler, Byoungmoo Kim
We introduce a new use of sulfonyl fluoride as a bifunctional reagent that facilitates the one-step deoxy-diversification of complex alcohol libraries. Our reaction design features a Sulfur­(VI) Fluoride Exchange (SuFEx) mediated activation of alcohols and fluoride-induced activation of silicon-bound nucleophiles. This method enables the direct conversion of alcoholic C–O bonds in complex molecules into diverse analogues via C–C, C–N, C–Cl, and C–Br bond formation while suppressing any elimination side-products.