Visible Light-Induced Unactivated δ-C(sp 3 )-H Amination of Alcohols Catalyzed by Iron.

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.