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Mild and Catalytic Synthesis of Pyrroles from Vinyl Ethynylethylene Carbonates

Jixing Li, Maoyan Liao, Haihui Zhu, Zhengyu Han, Jianwei Sun, Hai Huang

2024The Journal of Organic Chemistry12 citationsDOI

Abstract

A tandem remote propargylic amination/ring closure/aromatization reaction of vinyl ethynylethylene carbonates and amines has been developed, successfully constructing pyrrole derivatives. The reaction features mild conditions, high regioselectivity, high yields, and good functional group tolerance, making it an efficient method for pyrrole synthesis. Importantly, a variety of substrates containing natural product skeletons could also be compatibly and efficiently converted into pyrroles under the reaction conditions.

Topics & Concepts

AromatizationPyrroleRegioselectivityCatalysisChemistryAminationReaction conditionsFunctional groupRing (chemistry)Organic chemistryCombinatorial chemistryTandemCascade reactionMaterials sciencePolymerComposite materialSynthesis and Characterization of PyrrolesFluorine in Organic ChemistrySynthesis of Indole Derivatives
Mild and Catalytic Synthesis of Pyrroles from Vinyl Ethynylethylene Carbonates | Litcius