Electrochemical Oxidation Enables Regioselective 1,3-Hydroxyfunctionalization of Cyclopropanes
Wei Sheng, Xuejin Huang, Jianhua Cai, Ye Zheng, Yuxi Wen, Chunlan Song, Jiakun Li
Abstract
The direct construction of 1,3-hydroxyfunctionalized molecules is still a significant challenge, as they can currently be obtained through multiple synthetic steps. Herein, we report a general and efficient 1,3-hydroxyfunctionalization of arylcyclopropanes by electrochemical oxidation with a strategic choice of nucleophiles and H 2 O. 1,3-Amino alcohols, 1,3-alkynyl alcohols, 1,3-hydroxyesters, and 1,3-halo alcohols are achieved with high levels of chemo- and regio-selectivity, opening a new dimension for 1,3-difunctionalization reaction.
Topics & Concepts
ChemistryRegioselectivityNucleophileElectrochemistrySelectivityCombinatorial chemistryMoleculeStereoselectivityOrganic chemistryCatalysisElectrodePhysical chemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions