Radical meta -C-H Halogenation of Azines via N -Benzyl Activation Strategy.

Regioselective halogenation of six-membered N -heteroarenes is crucial for precise functional derivatization. We present a meta -selective halogenation method for pyridines, quinolines, and isoquinolines via electrophilic halogen radical addition utilizing an N -benzyl activation strategy. This method achieves C3- and C5-dihalogenation in pyridines, C3- and C6-dihalogenation in quinolines, and C3-monohalogenation in isoquinolines. The feasibility and potential applications of this method were validated through scale-up reactions and the bromination of quinoline derivatives with biomolecular fragments.