[C6(MIm)2]2W10O32. 2H2O: A novel and powerful catalyst for the synthesis of 4-arylidene-2-phenyl-5(4)-oxazolones under ultrasonic condition

被引:20
作者
Rostami, Mahboubeh [1 ]
Khosropour, Ahmad R. [1 ]
Mirkhani, Valiollah [1 ]
Mohammadpoor-Baltork, Iraj [1 ]
Moghadam, Majid [1 ]
Tangestaninejad, Shahram [1 ]
机构
[1] Univ Isfahan, Fac Sci, Catalysis Div, Dept Chem, Esfahan 817467344, Iran
关键词
Heterogeneous catalysis; Polyoxometalates; Green chemistry; Azlactones; ONE-POT SYNTHESIS; IONIC LIQUID; EFFICIENT; POLYOXOMETALATE; AZALACTONES; CONVERSION; STABILITY; OXIDATION; ALCOHOLS;
D O I
10.1016/j.crci.2011.02.003
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Di[1,6-bis(3-methylimidazolium-1-yl)hexane] decatungstate dihydrate ([C-6(MIm)(2)](2) W10O32. 2H(2)O) as a new family of polyoxometalate-based dicationic ionic liquids (POM-DIL) is synthesized and employed as a novel and powerful heterogeneous catalyst in the synthesis of 4-arylidene-2-phenyl-5(4)-oxazolones (azlactones) under ultrasound-assisted solvent-free condition. On the basis of the results, the products were obtained in excellent yields under mild condition. Utilization of easy work-up and purification make it very interesting from an economic perspective. Moreover, a recycling study confirmed that the catalyst can be reused multiple times without significant loss of its activity. (C) 2011 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:869 / 877
页数:9
相关论文
共 50 条
  • [1] Novel and chemoselective one-pot synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones starting from benzyl alcohols promoted by [(C14H24N4)2W10O32]-[bmim]NO3
    Rostami, Mahboubeh
    Khosropour, Ahmad Reza
    Mirkhani, Valiollah
    Mohammadpoor-Baltork, Iraj
    Moghadam, Majid
    Tangestaninejad, Shahram
    MONATSHEFTE FUR CHEMIE, 2011, 142 (11): : 1175 - 1180
  • [2] Multicomponent synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones (azlactones) using a mechanochemical approach
    Fahmy, Amin F. M.
    El-Sayed, Amira A.
    Hemdan, Magdy M.
    CHEMISTRY CENTRAL JOURNAL, 2016, 10
  • [3] Zinc dust catalysed efficient synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones
    Hiremath, Prashant B.
    Kantharaju, K.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2020, 59 (07): : 1010 - 1015
  • [4] A convenient synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones under solvent-assisted grinding
    Pattarawarapan, Mookda
    Jaita, Subin
    Phakhodee, Wong
    TETRAHEDRON LETTERS, 2016, 57 (29) : 3171 - 3174
  • [5] SULFANILIC ACID-CATALYZED GREEN SYNTHESIS OF 4-ARYLIDENE-2-PHENYL-5(4H)-OXAZOLONES
    Kiyani, Hamzeh
    Aslanpour, Shiva
    HETEROCYCLES, 2018, 96 (02) : 297 - 303
  • [6] Novel and chemoselective one-pot synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones starting from benzyl alcohols promoted by [(C14H24N4)2W10O32]-[bmim]NO3
    Mahboubeh Rostami
    Ahmad Reza Khosropour
    Valiollah Mirkhani
    Iraj Mohammadpoor-Baltork
    Majid Moghadam
    Shahram Tangestaninejad
    Monatshefte für Chemie - Chemical Monthly, 2011, 142 : 1175 - 1180
  • [7] Multicomponent synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones (azlactones) using a mechanochemical approach
    Amin F. M. Fahmy
    Amira A. El-Sayed
    Magdy M. Hemdan
    Chemistry Central Journal, 10
  • [8] Calcium acetate catalyzed synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones under solvent-free conditions
    Paul, S
    Nanda, P
    Gupta, R
    Loupy, A
    TETRAHEDRON LETTERS, 2004, 45 (02) : 425 - 427
  • [9] The Zwitterionic Imidazolium Salt: First Used for Synthesis of 4-Arylidene-2-phenyl-5(4H)-oxazolones under Solvent-Free Conditions
    Zhou, Baocheng
    Chen, Wenxing
    JOURNAL OF CHEMISTRY, 2013, 2013
  • [10] Greener approach: Ionic liquid [Et3NH][HSO4]-catalyzed multicomponent synthesis of 4-arylidene-2-phenyl-5(4H)oxazolones under solvent-free condition
    Jadhav, Santosh A.
    Sarkate, Aniket P.
    Farooqui, Mazahar
    Shinde, Devanand B.
    SYNTHETIC COMMUNICATIONS, 2017, 47 (18) : 1676 - 1683