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Deoxygenative Cyanofunctionalization of Aldehydes and Ketones Enabled by Electrochemical Reduction

Yi Wang, Bofei Wang, Song Lin

2025Journal of the American Chemical Society6 citationsDOI

Abstract

The deoxygenative difunctionalization of carbonyls converts readily available carbonyl compounds into value-added gem -difunctionalized building blocks. We report an electrochemical carbonyl umpolung approach for the deoxygenative cyanofunctionalization of aldehydes and ketones, affording various α-functionalized nitriles. Further derivatization of these products provides a versatile and modular platform for geminal disubstitution of carbonyl oxygens.

Topics & Concepts

ChemistryUmpolungDerivatizationGeminalElectrochemistryOrganic chemistryAldehydeReduction (mathematics)Combinatorial chemistryAcylationAliphatic compoundChemical reductionKetoneOxidation reductionAlkylationRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesOxidative Organic Chemistry Reactions
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