title: Selective oxidation of alcohols with alkali metal bromides as bromide catalysts: experimental study of the reaction mechanism.
abstract: A bromide-catalyzed oxidation of alcohols was developed which proceeded in the presence of an alkali metal bromide and an oxidant under mild conditions. The reaction involved an organic-molecule-free oxidation using KBr and Oxone and a Brønsted acid assisted oxidation using KBr and aqueous H2O2 solution to provide a broad range of carbonyl compounds in high yields. Moreover, the bromide-catalyzed oxidation of primary alcohols enabled the divergent synthesis of carboxylic acids and aldehydes under both reaction conditions in the presence of TEMPO. A possible catalytic mechanism was suggested on the basis of various mechanistic studies.
authors.affiliation: Department of Chemistry, Graduate School of Science, Chiba University , 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
authors.forename: Katsuhiko
authors.initials: K
authors.lastname: Moriyama
authors.forename: Misato
authors.initials: M
authors.lastname: Takemura
authors.forename: Hideo
authors.initials: H
authors.lastname: Togo
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D002384:Catalysis; D006861:Hydrogen Peroxide / Q000737:chemistry*; D008672:Metals, Alkali / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction
chemical_list: D000438:Alcohols; D001965:Bromides; D008672:Metals, Alkali; D006861:Hydrogen Peroxide