title: Synergistic H4NI-AcOH Catalyzed Oxidation of the Csp(3)-H Bonds of Benzylpyridines with Molecular Oxygen.
abstract: The oxidation of benzylpyridines forming benzoylpyridines was achieved based on a synergistic H4NI-AcOH catalyst and molecular oxygen in high yield under solvent-free conditions. This is the first nonmetallic catalytic system for this oxidation transformation using molecular oxygen as the oxidant. The catalytic system has a wide scope of substrates and excellent chemoselectivity, and this procedure can also be scaled up. The study of a preliminary reaction mechanism demonstrated that the oxidation of the Csp(3)-H bonds of benzylpyridines was promoted by the pyridinium salts formed by AcOH and benzylpyridines. The synergistic effect of H4NI-AcOH was also demonstrated by control experiments.
authors.affiliation: †Dalian Institute of Chemical Physics, the Chinese Academy of Sciences and Dalian National Laboratory for Clean Energy, DNL 457 Zhongshan Road, Dalian, 116023, P. R. China.|‡Graduate School of the Chinese Academy of Sciences, Beijing, 100049, P. R. China.
authors.forename: Lanhui
authors.initials: L
authors.lastname: Ren
authors.affiliation: †Dalian Institute of Chemical Physics, the Chinese Academy of Sciences and Dalian National Laboratory for Clean Energy, DNL 457 Zhongshan Road, Dalian, 116023, P. R. China.
authors.forename: Lianyue
authors.initials: L
authors.lastname: Wang
authors.affiliation: †Dalian Institute of Chemical Physics, the Chinese Academy of Sciences and Dalian National Laboratory for Clean Energy, DNL 457 Zhongshan Road, Dalian, 116023, P. R. China.
authors.forename: Ying
authors.initials: Y
authors.lastname: Lv
authors.affiliation: †Dalian Institute of Chemical Physics, the Chinese Academy of Sciences and Dalian National Laboratory for Clean Energy, DNL 457 Zhongshan Road, Dalian, 116023, P. R. China.
authors.forename: Guosong
authors.initials: G
authors.lastname: Li
authors.affiliation: †Dalian Institute of Chemical Physics, the Chinese Academy of Sciences and Dalian National Laboratory for Clean Energy, DNL 457 Zhongshan Road, Dalian, 116023, P. R. China.
authors.forename: Shuang
authors.initials: S
authors.lastname: Gao