Synthesis of N-Alkoxy Amines via Catalytic Oxidation of Hydrocarbons

Sterically hindered N-alkoxy amines 3 are synthesized in good yields by coupling nitroxides 2 with hydrocarbyl radicals generated in situ by t-BuOOH hydrogen abstraction from hydrocarbons. The reaction is catalyzed by copper halides as well as by onium iodides.