Synthesis and Suzuki Cross-Coupling Reactions of 2,6-Bis(trifluoromethyl) pyridine-4-boronic Acid Pinacol Ester.

Iridium-catalyzed aromatic borylation provides quick onestep access to 2,6-bis(trifluoromethyl)pyridine-4-boronic acid pinacol ester. Suzuki couplings of this highly electron-deficient pyridine-4-boronic ester with various (hetero)aryl bromides was successfully carried out and the coupled products were obtained in 46-95% isolated yields. Double and triple Suzuki couplings, with dibromo- and tribromoarenes, respectively, were also achieved. Thus demonstrating that this pyridine-4-boronic ester can be a useful source for the installation of one of the strongest electron-withdrawing aromatic group in organic compounds. [ABSTRACT FROM AUTHOR]