Dearomative bis-functionalization of quinoxalines and bis-N-arylation of (benz)imidazoles via Cu(ii)-mediated addition of boronic acids

Abstract

A Cu(OTf)₂-mediated regioselective dearomative aryl-hydroxylation across the C(sp²)N bond of 2-aryl quinoxalines and bis-N-arylation of (benz)imidazoles were developed using aryl boronic acids. For the dearomative aryl-hydroxylation, the C-center should be electrophilic (ca. 0.08), the N-center nucleophilic (ca. −0.50), and the C(sp²)N bond polarized (Δe = 0.609).