Transition‐Metal‐Free Radical Relay Cascade Annulation of Amides: Access to Antitumor Active Benzo[b]azepine and Oxindole Derivatives

Abstract Efficient transition‐metal‐free synthesis of benzo[b]azepines and oxindoles is achieved via a radical relay cascade strategy employing halogen atom transfer (XAT) for aryl radical generation followed by intramolecular hydrogen atom transfer (HAT). Optimization yielded moderate to substantial yields under visible light irradiation. Preliminary biological assessments revealed promising anti‐tumor activity for select compounds. This study underscores the potential of XAT‐mediated radical relay cascades in medicinal chemistry and anticancer drug discovery.