<i>N</i>-Fluorobenzenesulfonimide-Mediated Intermolecular Carboselenenylation of Olefins with Aromatics and Diselenides
You‐Qin Jiang, Yong‐Hao Wang, Chen-Fan Zhou, Yun‐Qian Zhang, Yong Ling, Yu Zhao, Gong‐Qing Liu
Abstract
-fluorobenzenesulfonimide (NFSI) under metal-free and mild conditions is reported. Preliminary mechanistic studies indicate that the oxidation of diselenide by NFSI through a single-electron-transfer process produces an active selenenyl cationic radical species that initiates the intermolecular carboselenenylation of olefins, forming key Se-C and C-C bonds. Under optimized conditions, a broad spectrum of functionally and structurally diverse selenoether derivatives with promising yields is accessed with a very high functional group tolerance.
Topics & Concepts
Intermolecular forceDiselenideChemistryCationic polymerizationCombinatorial chemistryOrganic chemistrySeleniumMoleculeSulfur-Based Synthesis TechniquesOrganoselenium and organotellurium chemistryCatalytic C–H Functionalization Methods