Mechanistically Orthogonal Radical Strategies Converging on Programmable Site-Selective Halogenation of Quinoxalinones

Abstract

We report reagent-programmed C3-, C6-, and C7-halogenation of quinoxalinones via two orthogonal radical pathways converging on identical products. A sunlight-driven PDI photoredox system activates inorganic halides, while a moisture assisted N-halosuccinimide radical chain yields 7-halodihydroquinoxalin-2,3-diones with high selectivity and 6,7-dihalo products at higher halide loadings.