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Electrochemical Intermolecular Monofluoroalkylation of α,β-Unsaturated Carboxylic Acids and Heteroaromatics with 2-Fluoromalonate Esters

Zhong‐Wei Hou, Ting Jiang, Ting-Xia Wu, Lei Wang

2021Organic Letters38 citationsDOI

Abstract

An electrochemical approach for the preparation of monofluorides from α,β-unsaturated carboxylic acids and heteroaromatics with readily available 2-fluoromalonate esters as monofluoroalkyl radical precursors has been developed. The electrosynthesis employs ferrocene (Cp2Fe) as a catalyst in a simple undivided cell with a broad substrate scope, which obviates the need for sacrificial oxidizing reagents.

Topics & Concepts

ChemistryElectrosynthesisOxidizing agentReagentFerroceneElectrochemistrySubstrate (aquarium)Combinatorial chemistryCatalysisOrganic chemistryDiazoIntermolecular forceCarboxylic acidMoleculeElectrodeOceanographyPhysical chemistryGeologyFluorine in Organic ChemistryRadical Photochemical ReactionsCO2 Reduction Techniques and Catalysts