Litcius/Paper detail

Electroreductive Radical Addition–Polar Cyclization Cascade to Access Cycloalkanes

Yi Wang, Jiachen Deng, Andrew J. Ressler, Song Lin

2023Organic Letters18 citationsDOIOpen Access PDF

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