Copper-catalyzed Intermolecular Aminooxygenation Of Olefins

2-Aminoalcohol derivatives widely exist in many bioactive natural products and pharmaceuticals, such as phenylethanolamine(for asthma, arrhythmia and heart failure) and ephedrine(alkaloid). On the other hand, the chiral amino alcohol could be useful ligands for asymmetric synthesis, due to the coordination of nitrogen and oxygen atoms with metal catalysts. Therefore, the development of new methodology for synthesizing 2-amimoalcohol derivatives is of great importance.Olefins are ubiquitous in nature and chemical raw materials. The difunctionalization reaction of olefins simultaneously introducing two functional groups to carbon-carbon double bonds has attracted considerable attention. Aminooxygenation reaction of alkenes can construct C–O and C–N bonds. Obviously, it should be straight forward and efficient strategy for access to 2-aminoalcohol derivatives. However, most of olefins aminooxygenation depend on the intramolecular cyclization to produce heterocyclic compounds, or employ N–O compounds as both oxygen and nitrogen sources. Additionally, so far, reports on three components aminooxygenation of olefins are very rare. Therefore, exploration of new strategies for three-component aminooxygenation of simple olefins with separate nitrogen and oxygen sources to synthesize 2-aminoalcohol derivatives is highly appealing in the chemical synthesis.In this thesis, we realized copper-catalyzed nitrogen-centred radical initiated three-component aminooxygenation reaction of Olefins and synthesized 2-aminoalcohol derivatives. This reaction utilize commercially available styrene derivatives as substrates, N-fluorobenzene sulfonamide(NFSI) as nitrogen source and N-hydroxy phthalimide(NHPI) as oxygen source and proceeds under mild conditions. This chemistry provides a new strategy for olefins aminooxygenation, and a new way to the synthesis of various 2-aminoalcohol derivatives.