title: Copper(I)-Catalyzed Oxidation of Alkenes Using Molecular Oxygen and Hydroxylamines: Synthesis and Reactivity of α-Oxygenated Ketones.
abstract: The copper(I)-catalyzed oxidation of alkenes with molecular oxygen and N-hydroxyphthalimide (NHPI) or N-hydroxybenzotriazole (HOBt) provided α-oxygenated ketones. The reaction proceeded under a balloon of O2 at room temperature to furnish the dioxygenated products in 50-90% yield. These compounds, particularly the HOBt derivatives, can be further functionalized with phosphorus, nitrogen, and sulfur nucleophiles to give synthetically useful products.
authors.affiliation: Department of Chemistry, New York University, New York, New York 10003, United States.
authors.forename: Alexander A
authors.initials: AA
authors.lastname: Andia
authors.affiliation: Department of Chemistry, New York University, New York, New York 10003, United States.
authors.forename: Matthew R
authors.initials: MR
authors.lastname: Miner
authors.affiliation: Department of Chemistry, New York University, New York, New York 10003, United States.
authors.forename: K A
authors.initials: KA
authors.lastname: Woerpel