Catalyst-free electrochemical dearomatization of pyridine derivatives
Kui Wang, Yingjun Tian, Baoying Li, Ling Wang, Wei Gao, Xiaofei Jia, Ruiming Wang, Yanping Zhu, Jianbin Chen
Abstract
We demonstrated herein an electrochemical dearomatizative alkylation of Katritzky salts, wherein Katritzky salts were harnessed as both radical acceptors and donors. A wide range of privileged dihydropyridine scaffolds was constructed with good to excellent yields. Cyclic voltammetry (CV) and electron paramagnetic resonance (EPR) results confirmed the key intermediates-dihydropyridine radicals and gram-scale reaction highlighted the practical and sustainable feature of the newly developed protocol.
Topics & Concepts
Cyclic voltammetryElectron paramagnetic resonanceElectrochemistryChemistryCatalysisRadicalPyridineDihydropyridineCombinatorial chemistryAlkylationPhotochemistryOrganic chemistryElectrodePhysical chemistryNuclear magnetic resonanceCalciumPhysicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques