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Silver-Catalyzed Radical Cascade Sulfonation/Cycloaddition for the Construction of Multifunctional Succimides Containing Separable <i>Z</i>/<i>E</i>-Isomers

Yan Gu, Lei Dai, Jinghang Zhang, Xinchi Lu, Xiaoqin Liu, Chang Wang, Jinpeng Zhang, Liangce Rong

2021The Journal of Organic Chemistry21 citationsDOI

Abstract

A silver-catalyzed cascade cycloaddition of aza-1,6-enynes, affording multifunctional succimide frameworks initiated by the arylsulfonyl radical addition, has been developed. This process shows mild reaction conditions, excellent structural selectivity, and broad functional group tolerance. In addition, the Z/E-isomers can be easily separated, which provides an efficient method for obtaining pure Z/E-configuration products.

Topics & Concepts

ChemistryCycloadditionCatalysisSelectivityCascadeCombinatorial chemistrySeparable spaceReaction conditionsOrganic chemistryMathematicsChromatographyMathematical analysisCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesCatalytic Alkyne Reactions
Silver-Catalyzed Radical Cascade Sulfonation/Cycloaddition for the Construction of Multifunctional Succimides Containing Separable <i>Z</i>/<i>E</i>-Isomers | Litcius