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Nickel- and Palladium-Catalyzed Coupling of Aryl Fluorosulfonates with Aryl Boronic Acids Enabled by Sulfuryl Fluoride
Herein
are reported examples of the nickel- and palladium-catalyzed
cross-coupling of aryl fluorosulfonates and aryl boronic acids. These
reactions occur in good to excellent yields under mild conditions
with excellent functional group compatibility employing either PdÂ(OAc)<sub>2</sub> and inexpensive PPh<sub>3</sub> or the inexpensive and readily
available NiCl<sub>2</sub>(PCy<sub>3</sub>)<sub>2</sub>. Importantly,
the in situ conversion of phenol derivatives to the corresponding
aryl fluorosulfonate by reaction with sulfuryl fluoride and a base
and subsequent cross-coupling to form biaryls in a single pot are
described. The combination of inexpensive sulfuryl fluoride and efficient
catalysts reported in these methodologies will enable economical Suzuki
coupling of phenols in pharmaceutical and agrochemical processes