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Regio‐ and Stereoselective Chloro Sulfoximidations of Terminal Aryl Alkynes Enabled by Copper Catalysis and Visible Light

Peng Shi, Yongliang Tu, Duo Zhang, Chenyang Wang, Khai‐Nghi Truong, Kari Rissanen, Carsten Bolm

2021Advanced Synthesis & Catalysis29 citationsDOIOpen Access PDF

Abstract

Abstract By visible‐light photoredox catalysis with copper complexes, sulfoximidoyl chlorides add to terminal aryl alkynes to give the corresponding ( E )‐ β ‐chlorovinyl sulfoximines with exclusive regio‐ and stereoselectivities in high yields. Two representative products have been characterized by X‐ray crystal structure analysis. Radicals appear to be decisive intermediates. As demonstrated by two subsequent reactions, the products can be derivatized. magnified image

Topics & Concepts

ChemistryStereoselectivityArylCopperCatalysisVisible spectrumRadicalPhotoredox catalysisPhotochemistryTerminal (telecommunication)Combinatorial chemistryOrganic chemistryPhotocatalysisAlkylPhysicsOptoelectronicsTelecommunicationsComputer scienceSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions
Regio‐ and Stereoselective Chloro Sulfoximidations of Terminal Aryl Alkynes Enabled by Copper Catalysis and Visible Light | Litcius