Iodinated (Perfluoro)alkyl Quinoxalines by Atom Transfer Radical Addition Using ortho‐Diisocyanoarenes as Radical Acceptors

Abstract A simple method for the preparation of functionalized quinoxalines is reported. Starting from readily accessible ortho ‐diisocyanoarenes and (perfluoro)alkyl iodides, the quinoxaline core is constructed during (perfluoro)alkylation by atom transfer radical addition (ATRA), resulting in 2‐iodo‐3‐(perfluoro)alkylquinoxalines. The radical cascades are readily initiated either with visible light or by using α,α′‐azobisisobutyronitrile (AIBN). The heteroarene products are obtained in high yields (up to 94 %), and the method can be readily scaled up. Useful follow‐up chemistry documents the value of the novel radical quinoxaline synthesis.