One-pot, efficient, and regioselective syntheses of 1,4-disubstituted 1,2,3-triazoles using aryldiazonium silica sulfates in water

被引：20
|
作者：
Zarei, Amin [1 ]
机构：
[1] Islamic Azad Univ, Dept Sci, Fasa Branch, Fasa 7461713591, Fars, Iran
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 38期
关键词：
Aryldiazonium silica sulfates; Click reaction; 1,2,3-Triazoles; Cycloaddition; SOLVENT-FREE CONDITIONS; SITU GENERATED AZIDES; CLICK CHEMISTRY; TERMINAL ALKYNES; 1,3-DIPOLAR CYCLOADDITION; COPPER NANOPARTICLES; REUSABLE CATALYST; MILD CONDITIONS; IONIC LIQUID; V-TRIAZOLES;
D O I：
10.1016/j.tetlet.2012.07.081
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A one-pot, efficient, and straightforward procedure for the copper-catalyzed synthesis of 1,4-disubstituted 1,2,3-triazoles is studied by in situ generation of aryl azides via the reaction of aryldiazonium silica sulfates and sodium azide, followed by coupling with a terminal alkyne. These reactions are carried out in water at room temperature without using any additional ligands. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5176 / 5179
页数：4
相关论文
共 50 条
  • [31] Regioselective synthesis, antibacterial, and antioxidant activities of ester-linked 1,4-disubstituted 1,2,3-triazoles
    Kaushik, C. P.
    Sangwan, Jyoti
    MONATSHEFTE FUR CHEMIE, 2020, 151 (05): : 807 - 819
  • [32] Regioselective synthesis, antibacterial, and antioxidant activities of ester-linked 1,4-disubstituted 1,2,3-triazoles
    C. P. Kaushik
    Jyoti Sangwan
    Monatshefte für Chemie - Chemical Monthly, 2020, 151 : 807 - 819
  • [33] Synthesis of silver-graphene nanocomposite and its catalytic application for the one-pot three-component coupling reaction and one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles in water
    Salam, Noor
    Sinha, Arjyabaran
    Roy, Anupam Singha
    Mondal, Paramita
    Jana, Nikhil R.
    Islam, Sk Manirul
    RSC ADVANCES, 2014, 4 (20) : 10001 - 10012
  • [34] 'Green' synthesis of 1,4-disubstituted 5-iodo-1,2,3-triazoles under neat conditions, and an efficient approach of construction of 1,4,5-trisubstituted 1,2,3-triazoles in one pot
    Wang, Dong
    Chen, Si
    Chen, Baohua
    TETRAHEDRON LETTERS, 2014, 55 (51) : 7026 - 7028
  • [35] Silica-anchored Cu(I) aminothiophenol complex: An efficient heterogeneous catalyst for synthesis of 1,4-disubstituted 1,2,3-triazoles in water
    Bakherad, Mohammad
    Keivanloo, Ali
    Amin, Amir Hossein
    Kargar, Pouya Ghamari
    IRANIAN JOURNAL OF CATALYSIS, 2018, 8 (03): : 179 - 187
  • [36] Efficient synthesis, antitubercular and antimicrobial evaluation of 1,4-disubstituted 1,2,3-triazoles with amide functionality
    C. P. Kaushik
    Ashima Pahwa
    Dharmendra Singh
    Krishan Kumar
    Raj Luxmi
    Monatshefte für Chemie - Chemical Monthly, 2019, 150 : 1127 - 1136
  • [37] Cu(I)-catalyzed one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles via nucleophilic displacement and 1,3-dipolar cycloaddition
    Sreedhar, B
    Reddy, PS
    Kumar, NS
    TETRAHEDRON LETTERS, 2006, 47 (18) : 3055 - 3058
  • [38] Efficient synthesis, antitubercular and antimicrobial evaluation of 1,4-disubstituted 1,2,3-triazoles with amide functionality
    Kaushik, C. P.
    Pahwa, Ashima
    Singh, Dharmendra
    Kumar, Krishan
    Luxmi, Raj
    MONATSHEFTE FUR CHEMIE, 2019, 150 (06): : 1127 - 1136
  • [39] Ionic Liquid Catalyzed Efficient Regioselective Synthesis of 1,4-Disubstituted 1,2,3-Triazoles Under Metal and Solvent Free Conditions
    Banday, Abid H.
    Hruby, Victor J.
    CURRENT ORGANOCATALYSIS, 2021, 8 (02) : 223 - 227
  • [40] Sulfonamide tethered 1,4-disubstituted 1,2,3-triazoles: Synthesis and antibacterial evaluation
    Yadav, Jyoti
    Kaushik, C. P.
    SYNTHETIC COMMUNICATIONS, 2024, 54 (07) : 536 - 552
12345