Dual Photoredox/Nickel-Catalyzed 1,4-Sulfonylarylation of 1,3-Enynes with Sulfinate Salts and Aryl Halides: Entry into Tetrasubstituted Allenes
Ting Xu, Shuang Wu, Quan-Na Zhang, You Wu, Ming Hu, Jin‐Heng Li
Abstract
A radical-mediated three-component 1,4-sulfonylarylation of 1,3-enynes with aryl iodides and sulfinate salts using cooperative photoredox/nickel catalysis is described. This protocol enables the synthesis of tetrasubstituted sulfonyl-containing allenes under redox-neutral conditions and provides a versatile 1,3-enyne 1,4-difunctionalization platform for the synthesis of a diverse range of tetrasubstituted allenes with high chemo- and regioselectivities, excellent functional group tolerance, and a broad substrate scope.
Topics & Concepts
ChemistryArylHalideCatalysisSulfonylNickelCombinatorial chemistryFunctional groupPhotoredox catalysisSubstrate (aquarium)Organic chemistryAlkylGeologyPhotocatalysisOceanographyPolymerSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods