Accessing 3,4-Dihydroquinolinone from <i>N</i>-Arylacrylamides via Tetralone-Mediated Energy Transfer and 1,3-Hydrogen Shift
Yongbo Tan, Jing Zhao, Guo‐Jun Deng, Xiaochen Ji, Huawen Huang
Abstract
-arylacrylamides. The protocol proceeds smoothly to deliver a diverse set of 3,4-dihydroquinolinones in moderate to good yields with excellent functional group compatibility and readily allows for late-stage modifications of a number of complex drug molecules. Mechanistic studies reveal that the present systems with ultraviolet light irradiation enable the cyclization via energy transfer and exclusive 1,3-hydrogen shift.
Topics & Concepts
ChemistryTetraloneCombinatorial chemistryMoleculeCompatibility (geochemistry)Energy transferPhotochemistryStereochemistryOrganic chemistryChemical engineeringChemical physicsEngineeringRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods