Ring-contraction of hantzsch esters and their derivatives to pyrroles <i>via</i> electrochemical extrusion of ethyl acetate out of aromatic rings
Xu Liu, Chang Liu, Xu Cheng
Abstract
Cut an acetate ester out of a Hantzsch ester. With a 4-electron electrochemical reduction, the Hantzsch-ester-derived pyridine was converted to a polysubstituted pyrrole in one step by dearomatization, ring-contraction, and rearomatization process.
Topics & Concepts
ChemistryPyrrolePyridineElectrochemistryContraction (grammar)Organic chemistryRing (chemistry)ExtrusionEthyl acetateMedicinal chemistryMaterials scienceElectrodePhysical chemistryMedicineInternal medicineMetallurgyFluorine in Organic ChemistryChemical Synthesis and AnalysisAsymmetric Synthesis and Catalysis