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Three-Component Minisci Reaction with 1,3-Dicarbonyl Compounds Induced by Visible Light

Tao Li, Kangjiang Liang, Yang Zhang, Dongyan Hu, Zhixian Ma, Chengfeng Xia

2020Organic Letters55 citationsDOI

Abstract

A three-component Minisci reaction coupling of 1,3-dicarbonyl compounds with vinyl ethers and quinolines or isoquinolines under visible light is developed. The 1,3-dicarbonyl compound undergoes single-electron oxidation to afford an electrophilic 1,3-dicarbonyl radical under visible light irradiation. Due to the polarity of the free radical, the electrophilic radical adds to the electron-rich olefin to afford the nucleophilic radical. It coupled with the heteroarene to afford the three-component coupling products.

Topics & Concepts

ChemistryElectrophileNucleophileOlefin fiberPhotochemistryVisible spectrumCoupling reactionComponent (thermodynamics)Medicinal chemistryOrganic chemistryCatalysisOptoelectronicsThermodynamicsPhysicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions
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