Electrochemical Synthesis of β-Functionalized Ketones via Ring-Opening of Cycloalkanols
Lulu Zhao, Zhong QiWen, Jian Tian, Mengqi Luo, Chao Yang, Lin Guo, Wujiong Xia
Abstract
The electrochemical deconstructive functionalization of cycloalkanols with nucleophiles has been studied, which allows functionalization to occur exclusively at the β-position of ketones. The substrate scope includes a wide range of cycloalkanols as well as diverse N, O, C, and P-centered nucleophiles, providing ready access to β-functionalized ketones as products. Mechanistic studies support the generation of α,β-unsaturated ketones as key intermediates followed by Michael addition with nucleophiles.
Topics & Concepts
ChemistryNucleophileSurface modificationElectrochemistryRing (chemistry)Substrate (aquarium)KetoneCombinatorial chemistryEnoneOrganic chemistryCatalysisElectrodePhysical chemistryOceanographyGeologyRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods