Copper-Catalyzed Oxidative Amination and Allylic Amination of Alkenes

Regioselective Rhodium-Catalyzed Allylic Amination

Aerobic oxidative amination of unactivated alkenes catalyzed by palladium.

The first examples of palladium-catalyzed oxidative amination of unactivated alkyl olefins have been identified. To be successful, these reactions must be conducted under cocatalyst-free conditions that involve direct dioxygen-coupled turnover of the palladium catalyst. The oxidative amination products of norbornene and other cyclic alkenes implicate a cis-aminopalladation mechanism.

Tuneable asymmetric copper-catalysed allylic amination and oxidation reactions.

Asymmetric allylic amination or oxidation can be achieved by reaction of an alkene with a peroxycarbamate catalysed by a chiral copper bis-oxazoline complex, and the reaction can be tuned to give either the amination or oxidation product by reagent choice.

Palladium-Catalyzed Intermolecular Oxidative Amination of Alkenes with Amines, Using Molecular Oxygen as Terminal Oxidant

In this review, we summarize recent progress from our group with regard to Pd-catalyzed oxidative amination of alkenes with amines. Intermolecular oxidative amination of alkenes with secondary anilines was induced using a palladium-complex catalyst combined with molybdovanadophosphate as a co-catalyst under dioxygen, leading to allylic amines and enamines in good yields with high selectivities....

Intramolecular Pd(II)-catalyzed aerobic oxidative amination of alkenes: synthesis of six-membered N-heterocycles.

Use of a base-free Pd(DMSO)(2)(TFA)(2) catalyst system enables the synthesis of six-membered nitrogen heterocycles via a Wacker-type aerobic oxidative cyclization of alkenes bearing tethered sulfonamides. Various heterocycles, including morpholines, piperidines, piperazines, and piperazinones, are accessible by this method.