Visible Light-Induced Radical Addition/Annulation to Construct Phenylsulfonyl-Functionalized Dihydrobenzofurans Involving an Intramolecular 1,5-Hydrogen Atom Transfer Process
Shentong Xie, Yifan Li, Ping Liu, Peipei Sun
Abstract
A visible light-induced radical cascade reaction of 2-alkynylarylethers with sodium sulfinates was established for the synthesis of sulfonyl-functionalized dihydrobenzofurans, and an intramolecular 1,5-hydrogen atom transfer was involved in this transformation. This process provided an efficient and convenient C-C formation protocol for the construction of a dihydrobenzofuran ring. Various substituents on 2-alkynylarylethers and sodium sulfinates were tolerated in the reaction, and the corresponding products were obtained in moderate to good yields.
Topics & Concepts
ChemistryIntramolecular forceAnnulationHydrogen atomPhotochemistrySulfoneAtom (system on chip)Process (computing)Combinatorial chemistryMedicinal chemistryStereochemistryPolymer chemistryOrganic chemistryCatalysisGroup (periodic table)Embedded systemOperating systemComputer scienceSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods