Abstract

A palladium-catalyzed chemoselective borylation of (poly)halogenatedaryl triflates with a reactivity order of C–Cl > C–OTf is discovered. The catalyst system containing Pd(OAc)2 and SelectPhos shows a high reactivity and chemoselectivity. The consecutively chemoselective borylation reaction followed by the chemoselective intermolecular Suzuki-Miyaura reaction can be performed using a one-pot two-step approach to synthesize unsymmetrical biaryl compounds containing the triflate moiety. The reaction can be scaled up to the gram scale without diminishing the yield and chemoselectivity as well.

Reference:

1. Ng, S. S.; Chen, Z.; Yuen, O. Y.; So, C. M. Adv. Synth.Catal., 2022, 364, 1596 – 1601.