Regio- and Stereoselective Electrochemical Alkylation of Morita–Baylis–Hillman Adducts
Giulio Bertuzzi, Giada Ombrosi, Marco Bandini
Abstract
-acyloxyphthalimides (redox-active esters) to galvanostatic electroreductive conditions, following the sacrificial-anode strategy, is proved an efficient and practical method to access densely functionalized cinnamate and oxindole derivatives. High yields (up to 80%) and wide functional group tolerance characterized the methodology. A tentative mechanistic sketch is proposed based on dedicated control experiments.
Topics & Concepts
ChemistryStereoselectivityAlkylationOxindoleRedoxElectrosynthesisAdductRegioselectivityCombinatorial chemistryElectrochemistryOrganic chemistryCatalysisElectrodePhysical chemistryRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods