Fe3O4@Thiosemicarbazide-Cu(II): An efficient magnetically separable catalyst for greener synthesis of 1,2,3-triazoles using click reaction

被引:4
|
作者
Zond, Rutuja [1 ]
Yadav, Archana [1 ]
Yadav, Reshma [1 ]
Valekar, Navanath [2 ]
Pore, Santosh [3 ]
Chandam, Dattatraya [4 ]
Hangirgekar, Shankar [1 ]
Sankpal, Sandeep [1 ]
机构
[1] Shivaji Univ, Dept Chem, Kolhapur 416004, India
[2] Shivaji Univ, Dept Appl Chem, Kolhapur 416004, India
[3] Prof Dr ND Patil Mahavidyalaya, Dept Chem, Malakapur Perid 415101, India
[4] Bhogawati Mahavidyalaya Kurukali, Dept Chem, Bele 416001, India
关键词
Click chemistry; Heterogeneous catalyst; One-pot multicomponent reaction; 1,2,3-triazole; ONE-POT SYNTHESIS; REUSABLE NANOCATALYST; FE3O4; NANOPARTICLES; HIGHLY EFFICIENT; MULTICOMPONENT SYNTHESIS; BOEHMITE NANOPARTICLES; COUPLING REACTION; C-C; COPPER; DERIVATIVES;
D O I
10.1016/j.jorganchem.2023.122925
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
This work deals with the synthesis and characterization of a magnetically separable catalyst named Fe3O4@-Thiosemicarbazide-Cu(II) and its catalytic testing for the syntheses of 1,2,3-triazoles. The Fe3O4@Thiosemi-carbazide-Cu(II) was synthesized in three steps that involve the synthesis of magnetic iron oxide (Fe3O4), Fe3O4@Thiosemicarbazide, and complexation of Cu(II) on it. The new catalyst was fully characterized using various instrumental characterization techniques. The results revealed the formation of a stable catalyst with 17-22 nm in diameter. The catalyst was tested with the objective of presenting a new alternative way to synthesize 1,2,3-triazoles with improved and more efficient synthesis conditions. The catalytic efficiency of Fe3O4@Thiosemicarbazide-Cu(II) was evaluated for the synthesis of 1,2,3-triazoles via click reaction of terminal alkynes, alkyl halides, and sodium azide in aqueous ethanol (50:50 v/v) at 60 degrees C. The important features of the present methodology include excellent catalytic activity, use of green solvent, high yield, and facile separation of catalyst, shorter reaction time, and reusability of the catalyst. Therefore, the work and results obtained present clear significant advancements over the previously reported synthesis methods.
引用
收藏
页数:12
相关论文
共 50 条
  • [1] An expeditious synthesis and histo-toxicological study of 1,2,3-triazoles catalyzed by a novel Fe3O4@SiO2-Pr-Thiosemicarbazide-Cu(II) as a magnetically separable catalyst
    Yadav, Archana
    Patil, Pradeep
    Birajdar, Nagesh
    Gophane, Anna
    Gunturu, Krishna Chaitanya
    Hangirgekar, Shankar
    Sankpal, Sandeep
    APPLIED ORGANOMETALLIC CHEMISTRY, 2023, 37 (08)
  • [2] Copper(II) Acetylacetonate: An Efficient Catalyst for Huisgen-Click Reaction for Synthesis of 1,2,3-Triazoles in Water
    Jiang, Yuqin
    Li, Xingfeng
    Li, Xiyong
    Sun, Yamin
    Zhao, Yaru
    Jia, Shuhong
    Guo, Niu
    Xu, Guiqing
    Zhang, Weiwei
    CHINESE JOURNAL OF CHEMISTRY, 2017, 35 (08) : 1239 - 1245
  • [3] Greener synthesis of 1,2,3-triazoles using a copper(i)-exchanged magnetically recoverable β-zeolite as catalyst
    Costa, Elizama R.
    Andrade, Floyd C. D.
    de Albuquerque, Danilo Yano
    Ferreira, Luanne E. M.
    Lima, Thiago M.
    Lima, Carolina G. S.
    Silva, Domingos S. A.
    Urquieta-Gonzalez, Ernesto A.
    Paixao, Marcio W.
    Schwab, Ricardo S.
    NEW JOURNAL OF CHEMISTRY, 2020, 44 (35) : 15046 - 15053
  • [4] Sustainable click reactions: Use of greener reaction media in the synthesis of 1,2,3-triazoles
    Martinho, Luan A.
    Andrade, Carlos Kleber Z.
    TETRAHEDRON, 2024, 157
  • [5] Supported CuBr on graphene oxide/Fe3O4: a highly efficient, magnetically separable catalyst for the multi-gram scale synthesis of 1,2,3-triazoles
    Xiong, Xingquan
    Chen, Huixin
    Tang, Zhongke
    Jiang, Yunbing
    RSC ADVANCES, 2014, 4 (19): : 9830 - 9837
  • [6] Magnetic nano-Fe3O4@TiO2/Cu2O core-shell composite: an efficient novel catalyst for the regioselective synthesis of 1,2,3-triazoles using a click reaction
    Nemati, Firouzeh
    Heravi, Majid M.
    Elhampour, Ali
    RSC ADVANCES, 2015, 5 (57): : 45775 - 45784
  • [7] A Cu(II)-Inorganic Co-Crystal as a Versatile Catalyst Towards 'Click' Chemistry for Synthesis of 1,2,3-triazoles and β-hydroxy-1,2,3-triazoles
    Ghosh, Debasish
    Dhibar, Subhendu
    Dey, Amiya
    Manna, Priyanka
    Mahata, Partha
    Dey, Biswajit
    CHEMISTRYSELECT, 2020, 5 (01): : 75 - 82
  • [8] Crosslinked polyacrylamide stabilized Cu(I) catalyst for efficient synthesis of 1,2,3-triazoles via click reactions
    Rahmatpour, Ali
    Baramkohi, Mozhgan Amiri
    POLYHEDRON, 2025, 270
  • [9] THE "CLICK" REACTION IN THE SYNTHESIS OF 1,2,3-TRIAZOLES: CHEMICAL ASPECTS AND APPLICATIONS
    de Oliveira Freitas, Luiza Baptista
    Ruela, Fernando Armini
    Pereira, Guilherme Rocha
    Alves, Rosemeire Brondi
    de Freitas, Rossimiriam Pereira
    dos Santos, Leandro Jose
    QUIMICA NOVA, 2011, 34 (10): : 1791 - 1804
  • [10] Cu(N-heterocyclic carbene)chloride: an efficient catalyst for multicomponent click reaction for the synthesis of 1,2,3-triazoles in water at room temperature
    Purohit, Vishal B.
    Karad, Sharad C.
    Patel, Kirit H.
    Raval, Dipak K.
    RSC ADVANCES, 2014, 4 (86) : 46002 - 46007