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Electrochemical Installation of CFH<sub>2</sub>−, CF<sub>2</sub>H−, CF<sub>3</sub>−, and Perfluoroalkyl Groups into Small Organic Molecules

Camila M. Kisukuri, Vitor A. Fernandes, José A. C. Delgado, Andreas P. Häring, Márcio W. Paixão, Siegfried R. Waldvogel

2021The Chemical Record76 citationsDOI

Abstract

Electrosynthesis can be considered a powerful and sustainable methodology for the synthesis of small organic molecules. Due to its intrinsic ability to generate highly reactive species under mild conditions by anodic oxidation or cathodic reduction, electrosynthesis is particularly interesting for otherwise challenging transformations. One such challenge is the installation of fluorinated alkyl groups, which has gained significant attention in medicinal chemistry and material science due to their unique physicochemical features. Unsurprisingly, several electrochemical fluoroalkylation methods have been established. In this review, we survey recent developments and established methods in the field of electrochemical mono-, di-, and trifluoromethylation, and perfluoroalkylation of small organic molecules.

Topics & Concepts

ElectrosynthesisElectrochemistryCathodic protectionTrifluoromethylationMoleculeOrganic moleculesAlkylOrganic synthesisChemistryCombinatorial chemistryRedoxNanotechnologyOrganic chemistryMaterials scienceCatalysisElectrodePhysical chemistryTrifluoromethylFluorine in Organic ChemistryRadical Photochemical ReactionsCO2 Reduction Techniques and Catalysts
Electrochemical Installation of CFH<sub>2</sub>−, CF<sub>2</sub>H−, CF<sub>3</sub>−, and Perfluoroalkyl Groups into Small Organic Molecules | Litcius