title: General copper-catalyzed transformations of functional groups from arylboronic acids in water.
abstract: A simple and general copper-catalyzed method has been developed for transformations of various functional groups (-I, -N(3), -SO(2)R, -OH, -NH(2), and -NO(2)) on aromatic rings from arylboronic acids in water under air. The protocol uses cheap and readily available inorganic salts (KI, NaN(3), NaSO(2)R, NaOH, NaNO(2)) and aqueous ammonia as the functional-group sources, simple Cu(2)O/NH(3) as the catalyst system, environmentally friendly water as the solvent, and oxygen in air as the oxidant. Importantly, the copper catalyst system in water was recyclable. This study should provide a useful strategy for interconversions of the functional groups on aromatic rings.
authors.affiliation: Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, PR China.
authors.forename: Haijun
authors.initials: H
authors.lastname: Yang
authors.forename: Yong
authors.initials: Y
authors.lastname: Li
authors.forename: Min
authors.initials: M
authors.lastname: Jiang
authors.forename: Junmei
authors.initials: J
authors.lastname: Wang
authors.forename: Hua
authors.initials: H
authors.lastname: Fu
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
chemical_list: D001897:Boronic Acids; D014867:Water; D003300:Copper