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
  • [1] Highly efficient solvent-free synthesis of pyranopyrazoles by a Bronsted-acidic ionic liquid as a green and reusable catalyst
    Ebrahimi, Javad
    Mohammadi, Ali
    Pakjoo, Vahid
    Bahramzade, Ehsan
    Habibi, Amir
    JOURNAL OF CHEMICAL SCIENCES, 2012, 124 (05) : 1013 - 1017
  • [2] Synthesis of Benzoxazoles, Benzimidazoles, and Benzothiazoles Using a Bronsted Acidic Ionic Liquid Gel as an Efficient Heterogeneous Catalyst under a Solvent-Free Condition
    The Thai Nguyen
    Xuan-Trang Thi Nguyen
    Thuy-Linh Ho Nguyen
    Phuong Hoang Tran
    ACS OMEGA, 2019, 4 (01): : 368 - 373
  • [3] Ionic liquid tributyl (carboxymethyl) phosphonium bromide as an efficient catalyst for the synthesis of bis(indolyl)methanes under solvent-free conditions
    Khazaei, Ardeshir
    Zolfigol, Mohammad Ali
    Faal-Rastegar, Toktam
    JOURNAL OF CHEMICAL RESEARCH, 2013, (10) : 617 - 619
  • [4] TiO2 nanoparticles: an efficient heterogeneous catalyst for synthesis of bis(indolyl)methanes under solvent-free conditions
    Rahimizadeh, Mohammad
    Bakhtiarpoor, Zahra
    Eshghi, Hossein
    Pordel, Mehdi
    Rajabzadeh, Ghadir
    MONATSHEFTE FUR CHEMIE, 2009, 140 (12): : 1465 - 1469
  • [5] TiO2 nanoparticles: an efficient heterogeneous catalyst for synthesis of bis(indolyl)methanes under solvent-free conditions
    Mohammad Rahimizadeh
    Zahra Bakhtiarpoor
    Hossein Eshghi
    Mehdi Pordel
    Ghadir Rajabzadeh
    Monatshefte für Chemie - Chemical Monthly, 2009, 140 : 1465 - 1469
  • [6] Synthesis of bis(indolyl)methanes under catalyst-free and solvent-free conditions
    Dhumaskar, Kashinath L.
    Tilve, Santosh G.
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2012, 5 (03) : 353 - 402
  • [7] Synthesis of Bis(indolyl) Methanes in Catalyst- and Solvent-Free Reaction
    Patil, Vishvanath D.
    Dere, Ganesh B.
    Rege, Priyanka A.
    Patil, Jaymala J.
    SYNTHETIC COMMUNICATIONS, 2011, 41 (05) : 736 - 747
  • [8] Acidic ionic liquid immobilized on cellulose: an efficient and recyclable heterogeneous catalyst for the solvent-free synthesis of hydroxylated trisubstituted pyridines
    Satasia, Shailesh P.
    Kalaria, Piyush N.
    Raval, Dipak K.
    RSC ADVANCES, 2013, 3 (10) : 3184 - 3188
  • [9] Diammonium hydrogen phosphate as an efficient and inexpensive catalyst for the synthesis of bis(indolyl)methanes under solvent-free conditions
    Dabiri, Minoo
    Salehi, Peyman
    Baghbanzadeh, Mostafa
    Vakilzadeh, Yasamin
    Kiani, Shadi
    MONATSHEFTE FUR CHEMIE, 2007, 138 (06): : 595 - 597
  • [10] Diammonium Hydrogen Phosphate as an Efficient and Inexpensive Catalyst for the Synthesis of Bis(indolyl)methanes under Solvent-Free Conditions
    Minoo Dabiri
    Peyman Salehi
    Mostafa Baghbanzadeh
    Yasamin Vakilzadeh
    Shadi Kiani
    Monatshefte für Chemie - Chemical Monthly, 2007, 138 : 595 - 597