Photoinduced halogen-bonding enabled synthesis of oxindoles and isoindolinones from aryl iodides
Wen‐Xin Tang, Kun‐Quan Chen, Dequn Sun, Xiang‐Yu Chen
Abstract
We report the use of halogen bonding (XB) for the generation of aryl radicals from aryl halides under blue light irradiation and applied it in radical generation/1,5-hydrogen-atom transfer/radical cyclization cascade reactions for the synthesis of oxindoles and isoindolinones. On the basis of experimental studies, we propose that DBU can serve as a suitable XB acceptor with aryl halides for the formation of a photoactive electron donor and acceptor complex.
Topics & Concepts
ChemistryArylPhotochemistryHalideRadicalAryl radicalHalogenHalogen bondAcceptorAryl halideIntramolecular forceHydrogen atomHydrogen bondCombinatorial chemistryMoleculeOrganic chemistryGroup (periodic table)AlkylPhysicsCondensed matter physicsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions