Microwave-Assisted Click Chemistry Synthesis of 1,2,3-Triazoles from Aryldiazonium Silica Sulfates in Water

被引:15
|
作者
Zarei, Amin [1 ]
Khazdooz, Leila [2 ]
Hajipour, Abdol R. [3 ,4 ]
Aghaei, Hamidreza [5 ]
Azizi, Ghobad [4 ]
机构
[1] Islamic Azad Univ, Fasa Branch, Dept Sci, Fasa 7461713591, Fars, Iran
[2] Islamic Azad Univ, Khorasgan Branch, Dept Sci, Esfahan 81595158, Iran
[3] Isfahan Univ Technol, Coll Chem, Pharmaceut Res Lab, Esfahan 84156, Iran
[4] Univ Wisconsin, Sch Med, Dept Pharmacol, Madison, WI 53706 USA
[5] Islamic Azad Univ, Shahreza Branch, Dept Chem, Shahreza 31186145, Isfahan, Iran
来源
SYNTHESIS-STUTTGART | 2012年 / 44卷 / 21期
关键词
aryldiazonium silica sulfates; click reaction; 1,2,3-triazoles; microwave irradiation; ONE-POT SYNTHESIS; AZIDE-ALKYNE CYCLOADDITION; SOLVENT-FREE CONDITIONS; SITU GENERATED AZIDES; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; COPPER NANOPARTICLES; TERMINAL ALKYNES; 1,3-DIPOLAR CYCLOADDITIONS; REUSABLE CATALYST; SUPPORTED COPPER(I);
D O I
10.1055/s-0032-1316783
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A microwave-assisted click chemistry 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 in the presence of copper catalyst. These reactions are carried out in water under mild and heterogeneous conditions without using any additional ligands.
引用
收藏
页码:3353 / 3360
页数:8
相关论文
共 50 条
  • [31] Microwave-assisted synthesis, biological evaluation and molecular docking studies of new coumarin-based 1,2,3-triazoles
    Dharavath, Ravinder
    Nagaraju, Nalaparaju
    Reddy, M. Ram
    Ashok, D.
    Sarasija, M.
    Vijjulatha, M.
    Vani, T.
    Jyothi, K.
    Prashanthi, G.
    RSC ADVANCES, 2020, 10 (20) : 11615 - 11623
  • [32] The Catalytic Activity of Carbon-Supported Cu(I)-Phosphine Complexes for the Microwave-Assisted Synthesis of 1,2,3-Triazoles
    Librando, Ivy L.
    Mahmoud, Abdallah G.
    Carabineiro, Sonia A. C.
    Guedes da Silva, M. Fatima C.
    Geraldes, Carlos F. G. C.
    Pombeiro, Armando J. L.
    CATALYSTS, 2021, 11 (02) : 1 - 15
  • [33] Conventional and microwave assisted synthesis of 1,4-disubstituted 1,2,3-triazoles from Huisgen cycloaddition
    Sarmiento-Sanchez, Juan I.
    Ochoa-Teran, Adrian
    Rivero, Ignacio A.
    ARKIVOC, 2011, : 177 - 188
  • [34] Microwave-assisted synthesis and crystal structure of some novel 1,2,4-oxadiazol-5-ylmethyl-1,2,3-triazoles
    Durust, Yasar
    Karakus, Hamza
    SYNTHETIC COMMUNICATIONS, 2017, 47 (09) : 907 - 912
  • [35] A Straightforward Synthesis of Benzofuran- and Indole-Substituted 1,2,3-Triazoles via Click Chemistry
    Fiandanese, Vito
    Bottalico, Daniela
    Marchese, Giuseppe
    Punzi, Angela
    Quarta, Maria Rosaria
    Fittipaldi, Marianna
    SYNTHESIS-STUTTGART, 2009, (22): : 3853 - 3859
  • [36] Design, synthesis, characterization and biological evaluation of coumarin bound 1,2,3-triazoles using click chemistry
    Yadav, Jyoti
    Kaushik, C. P.
    Ahuja, Munish
    Kumar, Anil
    Yadav, Priyanka
    Yadav, Archna
    SYNTHETIC COMMUNICATIONS, 2024, 54 (21) : 1808 - 1827
  • [37] Study on the green click-chemistry synthesis of 4-trifluoroacetyl-1,2,3-triazoles
    Han, Jie
    Ran, Jian-Xiong
    Chen, Xiu-Ping
    Wang, Zhong-Hua
    Wu, Fan-Hong
    TETRAHEDRON, 2018, 74 (49) : 6985 - 6992
  • [38] Synthesis and biological evaluation of glycal-derived novel tetrahydrofuran 1,2,3-triazoles by 'click' chemistry
    Reddy, L. Vijaya Raghava
    Reddy, P. Venkat
    Mishra, Nripendra N.
    Shukla, Praveen K.
    Yadav, Garima
    Srivastava, Ranjana
    Shaw, Arun K.
    CARBOHYDRATE RESEARCH, 2010, 345 (11) : 1515 - 1521
  • [39] The fate of heterogeneous catalysis & click chemistry for 1,2,3-triazoles: Nobel prize in chemistry 2022
    Kumar, Vijay
    Lal, Kashmiri
    Naveen, Ram Kumar
    Tittal, Ram Kumar
    CATALYSIS COMMUNICATIONS, 2023, 176
  • [40] Multicomponent Click Synthesis of 1,2,3-Triazoles from Epoxides in Water Catalyzed by Copper Nanoparticles on Activated Carbons
    Alonso, Francisco
    Moglie, Yanina
    Radivoy, Gabriel
    Yus, Miguel
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (20): : 8394 - 8405