Nickel-Catalyzed Suzuki Coupling of Phenols Enabled by SuFEx of Tosyl Fluoride.

ABSTRACT: A practical and efficient Suzuki coupling of phenols has been developed by using trans-NiCl(o-Tol)(PCy₃)₂/2PCy₃ as a catalyst in the presence of tosyl fluoride as an activator. The key for the direct use of phenols lies in the compatibility of the nickel catalyst with tosyl fluoride (TsF) and its sulfur(VI) fluoride exchange (SuFEx) with C_Ar-OH. Water has been found to improve the one-pot process remarkably. The steric and electronic effects and the functional group compatibility of the one-pot Suzuki coupling of phenols appear to be comparable to the conventional one of pre-prepared aryl tosylates. A series of electronically and sterically various biaryls could be obtained in good to excellent yields by using 3-10 mol% loading of t

SUBMITTER: Wang H 

PROVIDER: S-EPMC9864267 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature