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Stereoselective synthesis of difunctionalized succinimides from aza-1,6-enynes by radical cascade reaction

Shivam A. Meena, Poonam Sharma, Akhilesh K. Verma

2023Chemical Communications18 citationsDOI

Abstract

A transition-metal-free one-pot synthesis of di-functionalized succinimides by radical cascade seleno/thiosulfonation of aza-1,6-enynes in an atom economical manner has been developed. The developed method allows the synthesis of highly decorated succinimides under mild reaction conditions with excellent stereoselectivity. The proposed radical pathway for the reaction is well supported by the control experiments. The reaction's advantageous features are operational simplicity, atom economy, and functional group tolerance with broad substrate scope.

Topics & Concepts

SuccinimidesStereoselectivityChemistryCascadeSubstrate (aquarium)Atom economyCombinatorial chemistryCascade reactionRadical cyclizationReaction conditionsFunctional groupFree-radical reactionRadicalStereochemistryOrganic chemistryCatalysisChromatographyGeologyPolymerOceanographySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions
Stereoselective synthesis of difunctionalized succinimides from aza-1,6-enynes by radical cascade reaction | Litcius