Ultrasound promoted efficient and green protocol for the expeditious synthesis of 1, 4 disubstituted 1, 2, 3-triazoles using Cu(II) doped clay as catalyst

被引:36
作者
Dar, Bashir Ahmad [1 ]
Bhowmik, Amrita [1 ]
Sharma, Amit [2 ]
Sharma, Parduman R. [1 ]
Lazar, Anish [3 ]
Singh, A. P. [3 ]
Sharma, Meena [2 ]
Singh, Baldev [1 ]
机构
[1] CSIR, Indian Inst Integrat Med, New Delhi, India
[2] Univ Jammu, Dept Chem, Jammu 180004, JK, India
[3] Natl Chem Lab, Catalysis Div, Pune 411008, Maharashtra, India
关键词
Copper catalyst; Catalyst support; Selectivity; Sustainability; Crystallization; ONE-POT SYNTHESIS; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; 1,3-DIPOLAR CYCLOADDITIONS; HETEROGENEOUS CATALYST; TERMINAL ALKYNES; CLICK CHEMISTRY; ORGANIC AZIDES; PILLARED CLAY; SOLVENT-FREE; LIGAND-FREE;
D O I
10.1016/j.clay.2013.06.030
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Cu(II) doped clay catalyst has been prepared by an easy technique from inexpensive starting materials and investigated for the one pot synthesis of 1, 4-disubstituted 1, 2, 3-triazoles via Huisgen [3 + 2] cycloaddition under ultrasonic irradiation at room temperature. The catalyst is highly active, selective, and stable and can be reused several times. The prepared catalyst has been characterized by XRD, BET-SA, H-2-TPR, SEM and XPS techniques. This transformation is fast, efficient and does not require nitrogen atmosphere or anoxic conditions and additive. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:351 / 357
页数:7
相关论文
共 49 条
  • [1] Spatial and temporal control of the alkyne-azide cycloaddition by photoinitiated Cu(II) reduction
    Adzima, Brian J.
    Tao, Youhua
    Kloxin, Christopher J.
    DeForest, Cole A.
    Anseth, Kristi S.
    Bowman, Christopher N.
    [J]. NATURE CHEMISTRY, 2011, 3 (03) : 256 - 259
  • [2] Alonso F., 2010, EUROPEAN J ORGANIC C, V1875
  • [3] Multicomponent Synthesis of 1,2,3-Triazoles in Water Catalyzed by Copper Nanoparticles on Activated Carbon
    Alonso, Francisco
    Moglie, Yanina
    Radivoy, Gabriel
    Yus, Miguel
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (18) : 3208 - 3214
  • [4] Constructing star polymers via modular ligation strategies
    Altintas, Ozcan
    Vogt, Andrew P.
    Barner-Kowollik, Christopher
    Tunca, Umit
    [J]. POLYMER CHEMISTRY, 2012, 3 (01) : 34 - 45
  • [5] A microwave-assisted click chemistry synthesis of 1,4-disubstituted 1,2,3-triazoles via a copper(I)-catalyzed three-component reaction
    Appukkuttan, P
    Dehaen, W
    Fokin, VV
    Van der Eycken, E
    [J]. ORGANIC LETTERS, 2004, 6 (23) : 4223 - 4225
  • [6] A highly active magnetically recoverable nano ferrite-glutathione-copper (nano-FGT-Cu) catalyst for Huisgen 1,3-dipolar cycloadditions
    Baig, R. B. Nasir
    Varma, Rajender S.
    [J]. GREEN CHEMISTRY, 2012, 14 (03) : 625 - 632
  • [7] A novel method of copper-exchanged aluminum-pillared clay preparation for olive oil mill wastewater treatment
    Ben Achma, R.
    Ghorbel, A.
    Sayadi, S.
    Dafinov, A.
    Medina, F.
    [J]. JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS, 2008, 69 (5-6) : 1116 - 1120
  • [8] Beneteau V., 2010, TETRAHEDRON LETT
  • [9] Efficient and rapid synthesis of regioselective functionalized potassium 1,2,3-triazoletrifluoroborates via 1,3-dipolar cycloaddition
    Bolla, Krishnavenu
    Kim, Taejung
    Song, Jung Ho
    Lee, Seokjoon
    Ham, Jungyeob
    [J]. TETRAHEDRON, 2011, 67 (31) : 5556 - 5563
  • [10] RETRACTED: Unclicking the Click: Mechanically Facilitated 1,3-Dipolar Cycloreversions (Retracted Article)
    Brantley, Johnathan N.
    Wiggins, Kelly M.
    Bielawski, Christopher W.
    [J]. SCIENCE, 2011, 333 (6049) : 1606 - 1609