Time and Atom Economical Regio‐ and Chemoselective Radical Cyclization of Unactivated 1,6‐Enynes Under Metal‐ and Oxidant‐Free Conditions
Mohana Reddy Mutra, Jing Li, Yu‐Ting Chen, Jeh‐Jeng Wang
Abstract
Abstract We developed time‐atom economic regio‐ and chemoselective sulfonyl radical triggered 5‐ exo ‐dig cyclization of unactivated 1,6‐enynes with sulfonyl halides under metal, additive‐free reaction conditions to achieve highly substituted five‐membered heterocyclic compounds. This transformation creates three new bonds, such as C−SO 2 , C−C, and active C−I/Br bonds. Importantly, one‐pot protocols produce desired products directly from sodium sulfinates and have an additional advantage such as minimising chemical waste, saving time, and simplifying practical aspects compared to existing protocols.
Topics & Concepts
SulfonylChemistryHalideChemoselectivityCombinatorial chemistryReaction conditionsRadical cyclizationSulfurOrganic chemistryCatalysisAlkylSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods