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:34
|
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
下载
收藏
页码:232 / 239
页数:8
相关论文
共 50 条
  • [21] Synthesis of Quinoxaline Derivatives Catalyzed by Bronsted Acidic Ionic Liquid under Solvent-Free Conditions
    Chatterjee, Rana
    Mahato, Sachinta
    Mukherjee, Anindita
    Zyryanov, Grigory, V
    Majee, Adinath
    MODERN SYNTHETIC METHODOLOGIES FOR CREATING DRUGS AND FUNCTIONAL MATERIALS (MOSM2019), 2020, 2280
  • [22] Bronsted Acidic Ionic Liquid Promoted Synthesis of Amidoalkyl Naphthols under Solvent-Free Conditions
    Chatterjee, Rana
    Mukherjee, Anindita
    Pal, Satyajit
    Santra, Sougata
    Zyryanov, Grigory, V
    Majee, Adinath
    MODERN SYNTHETIC METHODOLOGIES FOR CREATING DRUGS AND FUNCTIONAL MATERIALS (MOSM2019), 2020, 2280
  • [23] Synthesis of bis(indolyl)methanes using silica gel as an efficient and recyclable surface
    Mendes, Samuel R.
    Thurow, Samuel
    Fortes, Margiani P.
    Penteado, Filipe
    Lenardao, Eder J.
    Alves, Diego
    Perin, Gelson
    Jacob, Raquel G.
    TETRAHEDRON LETTERS, 2012, 53 (40) : 5402 - 5406
  • [24] MOR zeolite supported Bronsted acidic ionic liquid: an efficient and recyclable heterogeneous catalyst for ketalization
    Li, Zhang-Min
    Zhou, Yan
    Tao, Duan-Jian
    Huang, Wei
    Chen, Xiang-Shu
    Yang, Zhen
    RSC ADVANCES, 2014, 4 (24): : 12160 - 12167
  • [25] Synthesis of bis(indolyl)methanes using a catalytic amount of ZnO under solvent-free conditions
    Hosseini-Sarvari, Mona
    SYNTHETIC COMMUNICATIONS, 2008, 38 (06) : 832 - 840
  • [26] Ionic Liquid 3-Methyl-1-sulfonic Acid Imidazolium Chloride as a Novel and Highly Efficient Catalyst for the Very Rapid Synthesis of bis(Indolyl)methanes under Solvent-free Conditions
    Zolfigol, Mohammad Ali
    Khazaei, Ardeshir
    Moosavi-Zare, Ahmad Reza
    Zare, Abdolkarim
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2010, 42 (01) : 95 - 102
  • [27] Cellulose sulfuric acid: reusable catalyst for solvent-free synthesis of bis(indolyl)methanes at room temperature
    Sadaphal, S. A.
    Sonar, S. S.
    Ware, M. N.
    Shingare, M. S.
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2008, 1 (04) : 191 - 196
  • [28] Diastereoselective Synthesis of Pyrazolines using a Bifunctional Bronsted Acidic Ionic Liquid under Solvent-Free Conditions
    Safaei, Shirin
    Mohammadpoor-Baltork, Iraj
    Khosropour, Ahmad R.
    Moghadam, Majid
    Tangestaninejad, Shahram
    Mirkhani, Valiollah
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (16) : 3095 - 3104
  • [29] An Efficient One-Pot Synthesis of Bis-Indolylmethanes Containing Pyrazolyl Catalyzed by Bronsted Acidic Ionic Liquid Under Solvent-Free Conditions
    Liu, Chenjiang
    Yu, Chuanji
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (04) : 845 - 848
  • [30] Synthesis of immobilized Bronsted acidic ionic liquid on silica gel as heterogeneous catalyst for esterification
    Miao, Jinmei
    Wan, Hui
    Guan, Guofeng
    CATALYSIS COMMUNICATIONS, 2011, 12 (05) : 353 - 356