Electroreductive Radical Addition–Polar Cyclization Cascade to Access Cycloalkanes
Yi Wang, Jiachen Deng, Andrew J. Ressler, Song Lin
Abstract
Compared with flat aromatic scaffolds, three-dimensional aliphatic ring systems feature high structural complexity and topological diversity and, thus, have received increasing attention in drug discovery. Herein, we describe a mild and general electrochemical method for the modular synthesis of structurally distinct cyclic compounds, including monocyclic alkanes, benzo-fused ring systems, and spirocycles, from readily available alkenes and alkyl halides via a radical-polar crossover mechanism.
Topics & Concepts
ChemistryRing (chemistry)AlkylCombinatorial chemistryHalidePolarDrug discoveryModular designCascadeElectrochemistryStereochemistryOrganic chemistryPhysicsChromatographyAstronomyElectrodeOperating systemBiochemistryComputer sciencePhysical chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques