A Bronsted-Acidic Ionic Liquid Gel as an Efficient and Recyclable Heterogeneous Catalyst for the Synthesis of Bis(indolyl)methanes under Solvent-Free Sonication

被引:35
|
作者
Phuong Hoang Tran [1 ]
Xuan-Trang Thi Nguyen [1 ]
Duy-Khiem Nguyen Chau [1 ]
机构
[1] Vietnam Natl Univ, Univ Sci, Fac Chem, Dept Organ Chem, Ho Chi Minh City 721337, Vietnam
关键词
Bronsted acids; heterogeneous catalysis; ionic liquids; indoles; solid acid catalyst; INDOLYL METHANE DERIVATIVES; FRIEDEL-CRAFTS ALKYLATION; REUSABLE CATALYST; BIS; NANOPARTICLES; 3,3'-BISINDOLYLMETHANES; BISINDOLYLMETHANE; DIINDOLYLMETHANE; ESTERIFICATION; DEHYDRATION;
D O I
10.1002/ajoc.201700596
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Bronsted-acidic ionic liquid gel was prepared from 1-(4-sulfonic acid)butyl-3-methylimidazolium hydrogen sulfate and tetraethoxysilane. Its structural characterization was accomplished by FTIR, TGA, SEM, EDS, and ICP-OES. The ionic liquid gel promotes the synthesis of bis(indolyl)methanes. Interestingly, this catalyst allows the preparation of bis(indolyl)methanes in good to excellent yields within a short reaction time, through a clean and straightforward procedure. Moreover, the ionic liquid gel can be recovered by filtration and can be reused up to 5 times without any detectable loss of catalytic performance. Additionally, the method has a wide substrate scope and provides an accessible route for the large-scale direct synthesis of bis(indolyl)methanes.
引用
收藏
页码:232 / 239
页数:8
相关论文
共 50 条
  • [41] BPBSBDM as an influential Bronsted acidic ionic liquid catalyst in preparing bis(pyrazolyl)methanes under mild conditions
    Altoum, Abdelgadir Alamin
    Altalbawy, Farag M. A.
    Almohamadi, Hamad
    Fayzullaev, Normurot
    Hanumanthayya, Malathi
    Iqbal, Suhaib
    Pramanik, Atreyi
    Kumar, Abhinav
    Husseen, Beneen
    Mustafa, Yasser Fakri
    RESEARCH ON CHEMICAL INTERMEDIATES, 2024, 50 (10) : 4949 - 4964
  • [42] Synthesis of bis(indolyl)methanes catalyzed by acidic ionic liquid immobilized on silica (ILIS)
    Hagiwara, Hisahiro
    Sekifuji, Masayoshi
    Hoshi, Takashi
    Qiao, Kun
    Yokoyama, Chiaki
    SYNLETT, 2007, (08) : 1320 - 1322
  • [43] Bronsted acidic ionic liquid as a metal free catalyst for the one-pot synthesis of alpha-aminonitriles under mild and solvent-free conditions
    Khazdooz, Leila
    Zarei, Amin
    Hajipour, Abdol R.
    Sheikhan, Nafisehsadat
    IRANIAN JOURNAL OF CATALYSIS, 2012, 2 (02): : 63 - 68
  • [44] Nanosilica-supported dual acidic ionic liquid as a heterogeneous and reusable catalyst for the synthesis of flavanones under solvent-free conditions
    Rostamizadeh, Shahnaz
    Zekri, Negar
    Tahershamsi, Leili
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2015, 51 (06) : 526 - 530
  • [45] Nanosilica-supported dual acidic ionic liquid as a heterogeneous and reusable catalyst for the synthesis of flavanones under solvent-free conditions
    Shahnaz Rostamizadeh
    Negar Zekri
    Leili Tahershamsi
    Chemistry of Heterocyclic Compounds, 2015, 51 : 526 - 530
  • [46] BENZIMIDAZOLIUM DICATIONIC IONIC LIQUID AS AN EFFICIENT AND REUSABLE CATALYST FOR THE SYNTHESIS OF α-AMINOPHOSPHONATES AND BIS (α-AMINOPHOSPHONATES) UNDER SOLVENT-FREE CONDITION
    Eshghi, Hossein
    Mirzaei, Mahdi
    Hasanpour, Maede
    Mokaber-Esfahani, Majid
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2015, 190 (10) : 1606 - 1620
  • [47] Unmodified 'chitosan in water' as an efficient and recyclable heterogeneous catalytic system for the synthesis of bis(indolyl)methanes
    Taya, Navneet
    Agarwal, Jyoti
    APPLIED CATALYSIS A-GENERAL, 2024, 670
  • [48] Synthesis of bis(indolyl)methanes using ammonium niobium oxalate (ANO) as an efficient and recyclable catalyst
    Mendes, Samuel R.
    Thurow, Samuel
    Penteado, Filipe
    da Silva, Maite S.
    Gariani, Rogerio A.
    Perin, Gelson
    Lenardao, Eder J.
    GREEN CHEMISTRY, 2015, 17 (08) : 4334 - 4339
  • [49] Synthesis of Bis(indolyl)methanes Using Fe3O4 Nanoparticle as a Robust, Efficient and Magnetically Recoverable Catalyst Under Solvent-Free Conditions
    Willig, Julia C. M.
    Amaral, Alexandra A.
    Rafique, Jamal
    Saba, Sumbal
    Valiati, Stefany
    de Oliveira, Isadora M.
    Stefani, Helio A.
    Manarin, Flavia
    Botteselle, Giancarlo, V
    REVISTA VIRTUAL DE QUIMICA, 2018, 10 (05) : 1591 - 1606
  • [50] Bronsted acidic ionic liquid as an efficient and reusable catalyst for one-pot synthesis of 1-amidoalkyl 2-naphthols under solvent-free conditions
    Hajipour, Abdol R.
    Ghayeb, Yosof
    Sheikhan, Nafisehsadat
    Ruoho, Arnold E.
    TETRAHEDRON LETTERS, 2009, 50 (40) : 5649 - 5651