Zirconium-β Zeolite-Catalyzed Continuous-Flow Friedel-Crafts Acylation Reaction

被引:20
作者
Rao, Xiaofeng [1 ]
Ishitani, Haruro [2 ]
Yoo, Woo-Jin [2 ]
Kobayashi, Shu [1 ,2 ]
机构
[1] Univ Tokyo, Dept Chem, Sch Sci, Bunkyo Ku, Tokyo 1130033, Japan
[2] Univ Tokyo, Grad Sch Sci, Green & Sustainable Chem Cooperat Lab, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会; 日本科学技术振兴机构;
关键词
acylation; zeolites; heterogeneous catalysis; continuous-flow; zirconium; H-BEA ZEOLITE; CHEMISTRY; ACID; OXIDATION; ANISOLE; HYDROGENATION; ALCOHOLS; KETONES; ACETYLATION; ALDEHYDES;
D O I
10.1002/ajoc.201900012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
H-beta Zeolites, doped with various metal salts, were investigated as heterogeneous catalysts for continuous-flow Friedel-Crafts acylation reactions. It was found that Zr-beta zeolites possessed excellent catalyst activity and stability, which enabled its use as a catalyst, up to 5 days, for Friedel-Crafts reactions between various activated arenes and acid anhydrides. Challenging substrates, such as toluene and m-xylene, were also successfully applied for the continuous-flow process.
引用
收藏
页码:316 / 319
页数:4
相关论文
共 74 条
  • [1] On-demand continuous-flow production of pharmaceuticals in a compact, reconfigurable system
    Adamo, Andrea
    Beingessner, Rachel L.
    Behnam, Mohsen
    Chen, Jie
    Jamison, Timothy F.
    Jensen, Klavs F.
    Monbaliu, Jean-Christophe M.
    Myerson, Allan S.
    Revalor, Eve M.
    Snead, David R.
    Stelzer, Torsten
    Weeranoppanant, Nopphon
    Wong, Shin Yee
    Zhang, Ping
    [J]. SCIENCE, 2016, 352 (6281) : 61 - 67
  • [2] Alizadeh A, 2007, B KOREAN CHEM SOC, V28, P1854
  • [3] [Anonymous], 2009, ANGEW CHEM
  • [4] [Anonymous], 2015, Angew. Chem, DOI [DOI 10.1002/ANGE.201409318, 10.1002/ange.201409318]
  • [5] Friedel-Crafts acylation of anisole over Cr-doped Hβ zeolite
    Bai, Guo Yi
    Dou, Hai Yang
    De Qiu, Man
    He, Fei
    Fan, Xin Xin
    Ma, Zheng
    [J]. RESEARCH ON CHEMICAL INTERMEDIATES, 2010, 36 (05) : 483 - 490
  • [6] The route from problem to solution in multistep continuous flow synthesis of pharmaceutical compounds
    Bana, Peter
    Orkenyi, Robert
    Lovei, Klara
    Lako, Agnes
    Turos, Gyorgy Istvan
    Eles, Janos
    Faigl, Ferenc
    Greiner, Istvan
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2017, 25 (23) : 6180 - 6189
  • [7] The synthesis of active pharmaceutical ingredients (APIs) using continuous flow chemistry
    Baumann, Marcus
    Baxendale, Ian R.
    [J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2015, 11 : 1194 - 1219
  • [8] Zeolite coated structures for the acylation of aromatics
    Beers, AEW
    Nijhuis, TA
    Kapteijn, F
    Moulijn, JA
    [J]. MICROPOROUS AND MESOPOROUS MATERIALS, 2001, 48 (1-3) : 279 - 284
  • [9] Acylation Reactions over Zeolites and Mesoporous Catalysts
    Bejblova, Martina
    Prochazkova, Dana
    Cejka, Jiri
    [J]. CHEMSUSCHEM, 2009, 2 (06) : 486 - 499
  • [10] Bogdan A. R., 2009, ANGEW CHEM, V121, P8699