Donor–Acceptor Complex Enables Cascade Radical Cyclization of <i>N</i>-Arylacrylamides with Katritzky Salts
Yu Lu, Chang-Zhen Fang, Qiang Liu, Baolin Li, Zhixiang Wang, Xiang‐Yu Chen
Abstract
Cascade radical cyclization of N-arylacrylamides is an attractive method to prepare 3,3-disubstituted oxindoles. As the reported methods often require additives and/or photocatalysts, we herein report an additive- and photocatalyst-free deaminative strategy for their synthesis under mild conditions, enabled by photoactivation of an electron donor–acceptor (EDA) complex. DFT studies indicated that the involvement of an explicit xylene solvent molecule can greatly enhance the photoactivity of the EDA complex between N-arylacrylamides and Katritzky salts.
Topics & Concepts
ChemistryCascadeAcceptorCombinatorial chemistryPhotocatalysisMoleculeElectron acceptorSolventPhotochemistryOrganic chemistryComputational chemistryCatalysisCondensed matter physicsChromatographyPhysicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods