[Bmim]5[PNiW11O39]·3H2O an organic–inorganic hybrid as catalyst for one-pot pseudo-five-component synthesis of tetrazolyldiazepines

被引:0
|
作者
Sajad Mousavifaraz
Zahra Nadealian
Valiollah Mirkhani
Abbas Rahmati
机构
[1] University of Isfahan,Department of Chemistry
关键词
Diazepine; Multi-component reaction; Organic–inorganic hybrid catalyst; Isocyanide;
D O I
暂无
中图分类号
学科分类号
摘要
In this research, two heterogeneous organic–inorganic hybrid catalysts, [bmim]3[PW12O40]·3H2O and [bmim]5[PNiW11O39]·3H2O, have been prepared. The catalysts were fully characterized by several techniques such as elemental analyses, Fourier transform infrared spectroscopy, thermo-gravimetric analysis, scanning electron microscope and energy-dispersive X-ray analysis. Next, the hybrid catalysts have been used for the synthesis of functionalized diazepines containing tetrazole ring. Tetrazolyl-1H-spiro[benzo[b]cyclopenta[e][1,4] diazepines products were obtained in excellent yields and mild experimental conditions using [bmim]5[PNiW11O39]·3H2O as catalyst. This process was carried out via a one-pot, pseudo-five-component condensation reaction by means of a 1,2-diamine, isocyanide, TMSN3 and two molecules of a linear or cyclic ketone in methanol, at ambient temperature.
引用
收藏
页码:1753 / 1763
页数:10
相关论文
共 50 条
  • [1] [Bmim]5[PNiW11O39]•3H2O an organic-inorganic hybrid as catalyst for one-pot pseudo-five-component synthesis of tetrazolyldiazepines
    Mousavifaraz, Sajad
    Nadealian, Zahra
    Mirkhani, Valiollah
    Rahmati, Abbas
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2017, 14 (08) : 1753 - 1763
  • [2] Selective oxidation of alkenes using [bmim]5[PW11ZnO39]•3H2O hybrid catalyst
    Nadealian, Zahra
    Mirkhani, Valliolah
    Yadollahi, Bahram
    Moghadam, Majid
    Tangestaninejad, Shahram
    Mohammadpoor-Baltork, Iraj
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2013, 10 (04) : 777 - 782
  • [3] Selective oxidation of alkenes using [bmim]5[PW11ZnO39]·3H2O hybrid catalyst
    Zahra Nadealian
    Valliolah Mirkhani
    Bahram Yadollahi
    Majid Moghadam
    Shahram Tangestaninejad
    Iraj Mohammadpoor-Baltork
    Journal of the Iranian Chemical Society, 2013, 10 : 777 - 782
  • [4] A novel one-pot pseudo-five-component synthesis of 4,5,6,7-tetrahydro-1H-1,4-diazepine-5-carboxamide derivatives
    Shaabani, Ahmad
    Maleki, Ali
    Mofakham, Hamid
    Moghimi-Rad, Jafar
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (10): : 3925 - 3927
  • [5] An efficient Bi(NO3)3 · 5H2O catalyzed multi component one-pot synthesis of novel Naphthyridines
    Tangali R. Ravikumar Naik
    Halehatty S. Bhojya Naik
    Molecular Diversity, 2008, 12 : 139 - 142
  • [6] An efficient Bi(NO3)3 • 5H2O catalyzed multi component one-pot synthesis of novel naphthyridines
    Naik, Tangali R. Ravikumar
    Naik, Halehatty S. Bhojya
    MOLECULAR DIVERSITY, 2008, 12 (02) : 139 - 142
  • [7] Zinc Dichromate Trihydrate (ZnCr2O7•3H2O) as an Efficient Reagent for the One-Pot Synthesis of Thiosulfonates from Thiols
    Sobhani, Sara
    Aryanejad, Sima
    Maleki, Mahdi Faal
    SYNLETT, 2011, (03) : 319 - 322
  • [8] LaCl3•7H2O as an Efficient Catalyst for One-Pot Synthesis of Highly Functionalized Piperidines via Multi-component Organic Reactions
    Umamahesh, Balijapalli
    Sathesh, Venkatesan
    Ramachandran, Gunasekar
    Sathishkumar, Munusamy
    Sathiyanarayanan, Kulatu
    CATALYSIS LETTERS, 2012, 142 (07) : 895 - 900
  • [9] LaCl3·7H2O as an Efficient Catalyst for One-Pot Synthesis of Highly Functionalized Piperidines via Multi-component Organic Reactions
    Balijapalli Umamahesh
    Venkatesan Sathesh
    Gunasekar Ramachandran
    Munusamy Sathishkumar
    Kulatu Sathiyanarayanan
    Catalysis Letters, 2012, 142 : 895 - 900
  • [10] Room-Temperature, Catalyst-Free, One-Pot Pseudo-Five-Component Synthesis of 4,4-(Arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)s under Ultrasonic Irradiation
    Hasaninejed, Alireza
    Kazerooni, Maryam Raseldli
    Zare, Abdolkarim
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2013, 1 (06): : 679 - 684