Microwave-Assisted Azide-Alkyne Cycloaddition in Water Using a Heterogeneous Cu-Catalyst

被引：12
作者：
Jacob, Katharina [1 ]
Stolle, Achim [1 ]
机构：
[1] Univ Jena, Inst Tech Chem & Environm Chem ITUC, D-07743 Jena, Germany
来源：
SYNTHETIC COMMUNICATIONS | 2014年 / 44卷 / 09期
关键词：
Alkyne; copper; heterogeneous catalysis; azide; microwave; BENZYNE CLICK CHEMISTRY; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; 1,3-DIPOLAR CYCLOADDITION; REGIOSELECTIVE SYNTHESIS; COPPER NANOPARTICLES; COMPLEXES; LIQUID;
D O I：
10.1080/00397911.2013.850511
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Several triazoles have been synthesized. They were obtained by a Cu-catalyzed cycloaddition of azides and alkynes. The reaction takes place in aqueous media under microwave irradiation using a copper catalyst based on porous glass. The products have been characterized by infrared, gas chromatography-mass spectrometry, H-1 NMR, and C-13 NMR in addition to melting=point determination. Furthermore the in situ building of some azides and alkynes and the influence of the used metal species was investigated.
引用
收藏
页码：1251 / 1257
页数：7
相关论文
共 50 条
  • [21] Facile immobilization of copper(I) acetate on silica: A recyclable and reusable heterogeneous catalyst for azide-alkyne clickable cycloaddition reactions
    Aflak, Noura
    Ben El Ayouchia, Hicham
    Bahsis, Lahoucine
    Anane, Hafid
    Laamari, Rachid
    Pascual-Alvarez, Alejandro
    Armentano, Donatella
    Stiriba, Salah-Eddine
    [J]. POLYHEDRON, 2019, 170 : 630 - 638
  • [22] Copper(I)-chitin biopolymer based: An efficient and recyclable catalyst for click azide-alkyne cycloaddition reactions in water
    Bahsis, Lahoucine
    Ablouh, El-Houssaine
    Hachim, Mouhi Eddine
    Anane, Hafid
    Taourirte, Moha
    Julve, Miguel
    Stiriba, Salah-Eddine
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2021, 35 (08)
  • [23] Copper-on-Magnetically Activated Carbon-Catalyzed Azide-Alkyne Click Cycloaddition in Water
    Aflak, Noura
    El Mouchtari, El Mountassir
    Ayouchia, Hicham Ben El
    Anane, Hafid
    Rafqah, Salah
    Julve, Miguel
    Stiriba, Salah-Eddine
    [J]. CATALYSTS, 2022, 12 (10)
  • [24] Ultrasound-assisted Cu(II) Strecker-functionalized organocatalyst for green azide-alkyne cycloaddition and Ullmann reactions
    Aghajani, Mahyar
    Dabiri, Minoo
    [J]. SCIENTIFIC REPORTS, 2024, 14 (01):
  • [25] Recent Advances in Copper-Based Solid Heterogeneous Catalysts for Azide-Alkyne Cycloaddition Reactions
    Aflak, Noura
    Ben El Ayouchia, Hicham
    Bahsis, Lahoucine
    Anane, Hafid
    Julve, Miguel
    Stiriba, Salah-Eddine
    [J]. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2022, 23 (04)
  • [26] An efficient and easily-accessible ligand for Cu(i)-catalyzed azide-alkyne cycloaddition bioconjugation
    Guo, Yuan-Yang
    Zhang, Bo
    Wang, Luying
    Huang, Shenlong
    Wang, Shilei
    You, Yanbo
    Zhu, Gongming
    Zhu, Anlian
    Geng, Mingwei
    Li, Lingjun
    [J]. CHEMICAL COMMUNICATIONS, 2020, 56 (92) : 14401 - 14403
  • [27] An efficient and recyclable thiourea-supported copper(I) chloride catalyst for azide-alkyne cycloaddition reactions
    Barman, Milan Kr.
    Sinha, Ashish Kumar
    Nembenna, Sharanappa
    [J]. GREEN CHEMISTRY, 2016, 18 (08) : 2534 - 2541
  • [28] SBA-15-supported Cu (II)/Schiff-base complex as an efficient and recyclable catalyst for one-pot azide-alkyne cycloaddition reaction
    Banan, Alireza
    Nikbakht, Fatemeh
    Ataie, Saeed
    [J]. JOURNAL OF POROUS MATERIALS, 2019, 26 (05) : 1427 - 1433
  • [29] Tailored Ligand Acceleration of the Cu-Catalyzed Azide-Alkyne Cycloaddition Reaction: Practical and Mechanistic Implications
    Presolski, Stanislav I.
    Hong, Vu
    Cho, So-Hye
    Finn, M. G.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (41) : 14570 - 14576
  • [30] Fast Assembling of Magnetic Iron Oxide Nanoparticles by Microwave-Assisted Copper(I) Catalyzed Alkyne-Azide Cycloaddition (CuAAC)
    Toulemon, Delphine
    Pichon, Benoit P.
    Leuvrey, Cedric
    Zafeiratos, Spyridon
    Papaefthimiou, Vasiliki
    Cattoen, Xavier
    Begin-Colin, Sylvie
    [J]. CHEMISTRY OF MATERIALS, 2013, 25 (14) : 2849 - 2854
12345