title: Highly efficient, organocatalytic aerobic alcohol oxidation.
abstract: 5-Fluoro-2-azaadamantane N-oxyl (5-F-AZADO) realizes a simple, organocatalytic aerobic alcohol oxidation system that has a wide scope under mild conditions at ambient pressure and temperature and is weakly acidic and halogen- and transition-metal-free. The oxoammonium nitrate (5-F-AZADO(+)NO(3)(-)) works as a bifunctional catalyst of 5-F-AZADO and NO(x) that enables the catalytic aerobic oxidation of alcohols by itself (a metal-salt-free system).
authors.affiliation: Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama 6-3, Sendai 980-8578, Japan.
authors.forename: Masatoshi
authors.initials: M
authors.lastname: Shibuya
authors.forename: Yuji
authors.initials: Y
authors.lastname: Osada
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Sasano
authors.forename: Masaki
authors.initials: M
authors.lastname: Tomizawa
authors.forename: Yoshiharu
authors.initials: Y
authors.lastname: Iwabuchi
mesh_terms: D000218:Adamantane / Q000031:analogs & derivatives / Q000737:chemistry; D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D003497:Cyclic N-Oxides / Q000737:chemistry; D010084:Oxidation-Reduction
chemical_list: C522607:2-azaadamantane N-oxyl; D000438:Alcohols; D003497:Cyclic N-Oxides; D000218:Adamantane