Electrochemical C(sp<sup>3</sup>)–H Functionalization of γ-Lactams Based on Hydrogen Atom Transfer
Jeongwoo Sim, Bokyeong Ryou, Minyeong Choi, Changju Lee, Cheol‐Min Park
Abstract
We describe the electrochemical α-amidoalkylation of γ-lactams based on transition-metal-free cross-coupling via hydrogen atom transfer. The highly selective hydrogen atom transfer process allows for a broad substrate scope including both inter- and intramolecular reactions. Also, the construction of quaternary centers was realized by a double hydrogen atom transfer protocol to afford spirocycles. Detailed mechanistic studies including experimental and computational studies are provided to support the reaction pathway.
Topics & Concepts
ChemistryHydrogen atomIntramolecular forceElectrochemistryAtom (system on chip)HydrogenSubstrate (aquarium)Combinatorial chemistrySurface modificationScope (computer science)StereochemistryOrganic chemistryPhysical chemistryGroup (periodic table)OceanographyEmbedded systemComputer scienceElectrodeProgramming languageGeologyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions