Fe3O4@chitosan-tannic acid bionanocomposite as a novel nanocatalyst for the synthesis of pyranopyrazoles

被引:40
作者
Kamalzare, Maryam [1 ,2 ]
Ahghari, Mohammad Reza [2 ]
Bayat, Mohammad [1 ]
Maleki, Ali [2 ]
机构
[1] Imam Khomeini Int Univ, Fac Sci, Dept Chem, Qazvin, Iran
[2] Iran Univ Sci & Technol, Dept Chem, Catalysts & Organ Synth Res Lab, Tehran 1684613114, Iran
关键词
POT MULTICOMPONENT SYNTHESIS; MAGNETIC NANOPARTICLES; CATALYTIC APPLICATION; REUSABLE CATALYST; IONIC LIQUID; EFFICIENT; GREEN; DERIVATIVES; PYRAZOLE;
D O I
10.1038/s41598-021-99121-2
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Recently magnetic nanocatalyst has attracted considerable attention because of its unique properties, including high performance, easy separation from the reaction mixture, and recyclability. In this study, a novel magnetic bionanocomposite was synthesized with chitosan and tannic acid as a natural material. The synthesized bionanocatalyst was characterized by essential analysis. Fe3O4@chitosan-tannic acid as a heterogeneous nanocatalyst was successfully applied to synthesize pyranopyrazole and its derivatives by a one-pot four-component reaction of malononitrile, ethyl acetoacetate, hydrazine hydrate, and various aromatic aldehyde. At the end of the reaction, the nanocatalyst was separated from the reaction mixture and was reused several times with no significant decrease in its catalytic performance. Simple purification of products, the ability for recovering and reusing the nanocatalyst, eco-friendliness, high yields of pure products, mild reaction conditions, short reaction time, non-toxicity, economically affordable are some of the advantages of using the fabricated nanocatalyst in the synthesis of pyranopyrazole.
引用
收藏
页数:10
相关论文
共 43 条
  • [1] Materials Functionalization with Multicomponent Reactions: State of the Art
    Afshari, Ronak
    Shaabani, Ahmad
    [J]. ACS COMBINATORIAL SCIENCE, 2018, 20 (09) : 499 - 528
  • [2] Ahghari MR, 2020, SCI REP-UK, V10, DOI 10.1038/s41598-020-69679-4
  • [3] One-Pot Multicomponent Synthesis of Pyrano[2,3 c]pyrazole Derivatives Using CMCSO3H as a Green Catalyst
    Ali, Elham
    Naimi-Jamal, M. Reza
    Ghahramanzadeh, Ramin
    [J]. CHEMISTRYSELECT, 2019, 4 (31): : 9033 - 9039
  • [4] Efficient deep eutectic solvents catalyzed synthesis of pyran and benzopyran derivatives
    Azizi, Najmedin
    Dezfooli, Sahar
    Khajeh, Meysam
    Hashemi, Mohammad Mahmoudi
    [J]. JOURNAL OF MOLECULAR LIQUIDS, 2013, 186 : 76 - 80
  • [5] An expedient and eco-friendly approach for multicomponent synthesis of dihydropyrano[2,3-c]pyrazoles using nano-Al2O3/BF3/Fe3O4 as reusable catalyst
    Babaei, Elaheh
    Mirjalili, Bi Bi Fatemeh
    [J]. INORGANIC AND NANO-METAL CHEMISTRY, 2020, 50 (01) : 16 - 21
  • [6] Magnetically retrievable catalysts for organic synthesis
    Baig, R. B. Nasir
    Varma, Rajender S.
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (08) : 752 - 770
  • [7] Amberlyst A21 Catalyzed Chromatography-Free Method for Multicomponent Synthesis of Dihydropyrano[2,3-c]pyrazoles in Ethanol
    Bihani, Manisha
    Bora, Pranjal P.
    Bez, Ghanashyam
    Askari, Hassan
    [J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2013, 1 (04): : 440 - 447
  • [8] Multicomponent synthesis of dihydropyrano[2,3-c]pyrazoles catalyzed by lipase from Aspergillus niger
    Bora, Pranjal P.
    Bihani, Manisha
    Bez, Ghanashyam
    [J]. JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2013, 92 : 24 - 33
  • [9] Rapid One-pot, Four Component Synthesis of Pyranopyrazoles Using Heteropolyacid Under Solvent-free Condition
    Chavan, Hemant V.
    Babar, Santosh B.
    Hoval, Rahul U.
    Bandgar, Babasaheb P.
    [J]. BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2011, 32 (11): : 3963 - 3966
  • [10] RuIII@CMC/Fe3O4 hybrid: an efficient, magnetic, retrievable, self-organized nanocatalyst for green synthesis of pyranopyrazole and polyhydroquinoline derivatives
    Chen, Yang
    Zhang, Zhuan
    Jiang, Wei
    Zhang, Mingjuan
    Li, Yiqun
    [J]. MOLECULAR DIVERSITY, 2019, 23 (02) : 421 - 442