Copper-Catalyzed C–H Fluorination/Functionalization Sequence Enabling Benzylic C–H Cross Coupling with Diverse Nucleophiles
2020
Vasilopoulos, Aristidis | Golden, Dung L. | Buss, Joshua A. | Stahl, Shannon S.
Site-selective transformation of benzylic C–H bonds into diverse functional groups is achieved via Cu-catalyzed C–H fluorination with N-fluorobenzenesulfonimide (NFSI), followed by substitution of the resulting fluoride with various nucleophiles. The benzyl fluorides generated in these reactions are reactive electrophiles in the presence of hydrogen-bond donors or Lewis acids, allowing them to be used without isolation in C–O, C–N, and C–C coupling reactions.
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