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Synthesis of Succinimides via Intramolecular Alder-Ene Reaction of 1,6-Enynes

Xia Chen, Yuling Lu, Zhenhua Guan, Lianghu Gu, Chunmei Chen, Hucheng Zhu, Zengwei Luo, Yonghui Zhang

2021Organic Letters20 citationsDOI

Abstract

A novel and convenient method has been developed for the facile synthesis of functionalized succinimide derivatives via intramolecular Alder-ene reaction of 1,6-enynes. This reaction features mild and metal-free reaction conditions, which offers a green and efficient entry to synthetically important succinimide scaffolds. Preliminary mechanistic studies suggest that a diradical intermediate might be involved in this transformation.

Topics & Concepts

SuccinimidesSuccinimideChemistryIntramolecular forceEne reactionDiradicalCombinatorial chemistryDiels–Alder reactionOrganic chemistryCatalysisNuclear physicsExcited statePhysicsSinglet stateAsymmetric Synthesis and CatalysisSynthetic Organic Chemistry MethodsChemical synthesis and alkaloids