Highly Efficient, Organocatalytic Aerobic Alcohol Oxidation

被引:170
|
作者
Shibuya, Masatoshi [1 ]
Osada, Yuji [1 ]
Sasano, Yusuke [1 ]
Tomizawa, Masaki [1 ]
Iwabuchi, Yoshiharu [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Sendai, Miyagi 9808578, Japan
基金
日本学术振兴会;
关键词
TRANSITION-METAL-FREE; NITROXYL RADICALS; CATALYTIC OXIDATIONS; SELECTIVE OXIDATION; SECONDARY ALCOHOLS; 2-PHASE CONDITIONS; MILD CONDITIONS; NUCLEOTIDES; NUCLEOSIDES; KETONES;
D O I
10.1021/ja110940c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
5- Fluoro-2-azaadamantane N-oxyl (5-FAZADO) 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).
引用
收藏
页码:6497 / 6500
页数:4
相关论文
共 50 条
  • [31] Copper-Catalyzed Highly Efficient Aerobic Oxidation of Alcohols under Ambient Conditions
    Jiang, Nan
    Ragauskas, Arthur J.
    CHEMSUSCHEM, 2008, 1 (10) : 823 - 825
  • [32] Highly efficient aerobic oxidation of oximes to carbonyl compounds catalyzed by metalloporphyrins in the presence of benzaldehyde
    Zhou, Xian-Tai
    Yuan, Qiu-Lan
    Ji, Hong-Bing
    TETRAHEDRON LETTERS, 2010, 51 (04) : 613 - 617
  • [33] Highly dispersed cobalt oxide nanoparticles on manganese oxide nanotubes for aerobic oxidation of benzyl alcohol
    Reddy, Velma Ganga
    Jampaiah, Deshetti
    Chalkidis, Anastasios
    Sabri, Ylias M.
    Mayes, Edwin L. H.
    Bhargava, Suresh K.
    CATALYSIS COMMUNICATIONS, 2019, 130
  • [34] Highly efficient Cu(ii)-pyrazoledicarboxylate heterogeneous catalysts for a base-free aerobic oxidation of benzylic alcohol to benzaldehyde with hydrogen peroxide as the oxidant
    Cheng, Mei-Ling
    Qin, Meng-Na
    Sun, Lin
    Liu, Lu
    Liu, Qi
    Tang, Xiao-Yan
    DALTON TRANSACTIONS, 2020, 49 (23) : 7758 - 7765
  • [35] Reduced graphene oxide supported Au nanoparticles as an efficient catalyst for aerobic oxidation of benzyl alcohol
    Yu, Xianqin
    Huo, Yujia
    Yang, Jing
    Chang, Sujie
    Ma, Yunsheng
    Huang, Weixin
    APPLIED SURFACE SCIENCE, 2013, 280 : 450 - 455
  • [36] Reduced Graphene Oxide Supported Palladium Nanoparticles as an Efficient Catalyst for Aerobic Oxidation of Benzyl Alcohol
    Altaee, Hadeel
    Alshamsi, Hassan A. Habeeb
    Joda, Baker A.
    8TH INTERNATIONAL CONFERENCE ON APPLIED SCIENCE AND TECHNOLOGY (ICAST 2020), 2020, 2290
  • [37] Creation of a monomeric Ru species on the surface of hydroxyapatite as an efficient heterogeneous catalyst for aerobic alcohol oxidation
    Yamaguchi, K
    Mori, K
    Mizugaki, T
    Ebitani, K
    Kaneda, K
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (29) : 7144 - 7145
  • [38] Highly efficient and practical aerobic oxidation of alcohols by inorganic-ligand supported copper catalysis
    Wei, Zheyu
    Ru, Shi
    Zhao, Qixin
    Yu, Han
    Zhang, Gang
    Wei, Yongge
    GREEN CHEMISTRY, 2019, 21 (15) : 4069 - 4075
  • [39] Structural Transformation of Porous Polyoxometalate Frameworks and Highly Efficient Biomimetic Aerobic Oxidation of Aliphatic Alcohols
    Zhao, Min
    Zhang, Xian-Wei
    Wu, Chuan-De
    ACS CATALYSIS, 2017, 7 (10): : 6573 - 6580
  • [40] Highly Efficient Aerobic Oxidation of Cyclohexene Catalyzed by Iron(III) Porphyrins in Supercritical Carbon Dioxide
    Zhou, Xian-Tai
    Sun, Mu-Zhao
    Ji, Hong-Bing
    ECS JOURNAL OF SOLID STATE SCIENCE AND TECHNOLOGY, 2020, 9 (04)