Visible Light‐Induced Unactivated δ‐C(sp<sup>3</sup>)−H Amination of Alcohols Catalyzed by Iron
Zhaofan Jue, Yahao Huang, Jiahui Qian, Peng Hu
Abstract
Abstract An iron‐catalyzed remote C(sp 3 )−H amination of alcohols through 1,5‐hydrogen atom transfer is developed. This protocol provides a method to generate δ‐C(sp 3 )−N bonds from primary, secondary, and tertiary alcohols under mild conditions. A wide substrate scope and a good functional group tolerance are presented. Mechanistic studies show that a LMCT course of an Fe−OR species and a chlorine radical‐induced hydrogen abstraction of an alcohol are possible to generate the alkoxy radical intermediate.
Topics & Concepts
ChemistryAminationCatalysisHydrogen atom abstractionFunctional groupAlkoxy groupSubstrate (aquarium)RadicalAlcoholPrimary (astronomy)PhotochemistryChlorineChlorine atomHydrogenHydrogen atomOrganic chemistryMedicinal chemistryCombinatorial chemistryGroup (periodic table)AlkylAstronomyPolymerOceanographyPhysicsGeologyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSynthesis and Catalytic Reactions