Alkyl Carbazates for Electrochemical Deoxygenative Functionalization of Heteroarenes
Yongyuan Gao, Zheng‐Guang Wu, Lei Yu, Yi Wang, Yi Pan
Abstract
Abstract The C−O bond cleavage for activation of alcohols is synthetically useful and practically challenging. This work describes carbazate as a new type of electrochemically activated alkylating agent derived from ubiquitous alcohols for direct functionalization of heteroarenes under mild electrolytic conditions. The simple undivided cell at low oxidative potentials with carbon/platinum electrode set‐ups offers excellent substrate tolerance, affording a variety of primary, secondary and tertiary alkyl‐decorated heterocycles in good chemical yields. Furthermore, the mechanism for this electrochemical deoxyalkylation reaction has been investigated.
Topics & Concepts
AlkylSurface modificationElectrochemistryChemistryCombinatorial chemistryBond cleavageSubstrate (aquarium)Cleavage (geology)PlatinumOrganic chemistryElectrodeCatalysisMaterials scienceFracture (geology)OceanographyComposite materialPhysical chemistryGeologyRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods