The utilization of N-centered radicals to synthesize nitrogen-containing compounds has attracted considerable attention recently,d ue to their powerfulr eactivities and the concomitant construction of CÀNb onds.H owever,t he generation and control of N-centered radicals remain particularly challenging.W er eport at ethering strategy using SOMO-HOMO-converted distonic radical anions for the site-specific aminations of imidates and amidines with aid of the noncovalent interaction. This reaction features aremarkably broad substrate scope and also enables the late-stage functionalization of bioactive molecules.F urthermore,t he reaction mechanism is thoroughly investigated through kinetic studies, Raman spectroscopy, electron paramagnetic resonance spectroscopy, and density functional theory calculations,r evealing that the aminations likely involve direct homolytic cleavage of NÀHbonds and subsequently controllable 1,5 or 1,6 hydrogen atom transfer.
An efficient and practical method for the ipso-hydroxylation of arylboronic acids was developed using TBHP and Cl3CCN under base-free conditions with blue-LED irradiation.
Cu-catalyzed direct difluoromethylation of activated alkenes through a difluoromethyl radical addition/cyclization to afford difluorinated oxindoles and quinoline-2,4-diones has been developed. This method provides convenient access to a variety of oxindoles and quinoline-2,4-diones under mild conditions via a proposed tandem radical cyclization process, while tolerating various functional groups well. Moreover, a facile method to construct diverse difluorinated quinoline-2,4-diones by visible-light photoredox catalysis under mild conditions was presented.
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