A Mild Method for Electrochemical Reduction of Heterocyclic <i>N</i>‐Oxides
Yasuaki Fukazawa, А. Е. Рубцов, Andrei V. Malkov
Abstract
Deoxygenation of heteroaromatic N ‐oxides is commonly accomplished using chemical or enzymatic methods. In this work, we report on an expedient protocol for electrochemical reduction of pyridine N ‐oxide derivatives under mild conditions. A diverse range of mono‐ and bis N ‐oxides were converted into the corresponding nitrogen bases in good yields. Importantly, the method is highly selective towards N ‐oxides and tolerates challenging halo and nitro substituents in the heteroaromatic ring.
Topics & Concepts
ChemistryDeoxygenationElectrochemistryPyridineCombinatorial chemistryRing (chemistry)OxideNitroOrganic chemistryElectrodeCatalysisPhysical chemistryAlkylChemical Synthesis and ReactionsOxidative Organic Chemistry Reactions