Fe3O4@nano-almond shell@OSi(CH2)3/DABCO: a novel magnetic nanocatalyst for the synthesis of chromenes

被引:1
作者
Keihanfar, Mina [1 ]
Mirjalili, Bi Bi Fatemeh [1 ]
Bamoniri, Abdolhamid [2 ]
机构
[1] Yazd Univ, Coll Sci, Dept Chem, Yazd, Iran
[2] Univ Kashan, Fac Chem, Dept Organ Chem, Kashan, Iran
来源
NANOSCALE ADVANCES | 2023年 / 5卷 / 09期
关键词
MULTICOMPONENT REACTIONS; EFFICIENT SYNTHESIS; DERIVATIVES;
D O I
10.1039/d2na00924b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this work, we report the synthesis and characterization of Fe3O4@nano-almond shell@OSi(CH2)(3)/DABCO as a novel magnetic natural-based basic nanocatalyst. The characterization of this catalyst was achieved using different spectroscopy and microscopy techniques, such as Fourier-transform infrared spectroscopy, X-ray diffractometry, field-emission scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray spectroscopy and mapping, vibrating-sample magnetometry, Brunauer-Emmett-Teller measurements, and thermogravimetric analysis. This catalyst was used for the one-pot synthesis of 2-amino-4H-benzo[f]chromenes-3-carbonitrile from the multicomponent reaction of aldehyde and malononitrile with a-naphthol or b-naphthol under solvent-free conditions at 90 degrees C. The yields of the obtained chromenes are 80-98%. The attractive features of this process are its easy work-up, mild reaction conditions, reusability of the catalyst, short reaction times and excellent yields.
引用
收藏
页码:2493 / 2500
页数:8
相关论文
共 35 条
  • [1] Synthesis, Characterization, Biological Activity of Novel 1H-benzo[f]chromene and 12H-benzo[f] chromeno[2,3-d] pyrimidine Derivatives
    Abd El-Mawgoud, Heba K.
    Radwan, Hebat Allah M.
    El-Mariah, Fatma
    El-Agrody, Ahmed M.
    [J]. LETTERS IN DRUG DESIGN & DISCOVERY, 2018, 15 (08) : 857 - 865
  • [2] Synthesis, characterization, anti-proliferative properties and DNA binding of benzochromene derivatives: Increased Bax/Bcl-2 ratio and caspase-dependent apoptosis in colorectal cancer cell line
    Ahagh, Mina Hanifeh
    Dehghan, Gholamreza
    Mehdipour, Maryam
    Teimuri-Mofrad, Reza
    Payami, Elmira
    Sheibani, Nader
    Ghaffari, Maryam
    Asadi, Milad
    [J]. BIOORGANIC CHEMISTRY, 2019, 93
  • [3] What do we know about multicomponent reactions? Mechanisms and trends for the Biginelli, Hantzsch, Mannich, Passerini and Ugi MCRs
    Alvim, Haline G. O.
    da Silva Junior, Eufranio N.
    Neto, Brenno A. D.
    [J]. RSC ADVANCES, 2014, 4 (97): : 54282 - 54299
  • [4] DABCO-catalyzed efficient synthesis of naphthopyran derivatives via one-pot three-component condensation reaction at room temperature
    Balalaie, Saeed
    Ramezanpour, Sorour
    Bararjanian, Morteza
    Gross, Juergen H.
    [J]. SYNTHETIC COMMUNICATIONS, 2008, 38 (07) : 1078 - 1089
  • [5] Three-component process for the synthesis of 2-amino-2-chromenes in aqueous media
    Ballini, R
    Bosica, G
    Conforti, ML
    Maggi, R
    Mazzacani, A
    Righi, P
    Sartori, G
    [J]. TETRAHEDRON, 2001, 57 (07) : 1395 - 1398
  • [6] Mild Synthesis of mono-, bis- and tris 1,2-Dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine Derivatives Using Alkyl Disulfamic Acid Functionalized Magnetic Nanoparticles
    Bodaghifard, Mohammad A.
    Faraki, Zahra
    Karimi, Ali R.
    [J]. CURRENT ORGANIC CHEMISTRY, 2016, 20 (15) : 1648 - 1654
  • [7] Design, synthesis and in vitro evaluation of novel chroman-4-one, chroman, and 2H-chromene derivatives as human rhinovirus capsid-binding inhibitors
    Conti, Cinzia
    Monaco, Luca Proietti
    Desideri, Nicoletta
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (24) : 7357 - 7364
  • [8] 4-Dialkylaminopyridine modified magnetic nanoparticles: as an efficient nano-organocatalyst for one-pot synthesis of 2-amino-4H-chromene-3-carbonitrile derivatives in water
    Dangolani, Soheila Khajeh
    Panahi, Farhad
    Nourisefat, Maryam
    Khalafi-Nezhad, Ali
    [J]. RSC ADVANCES, 2016, 6 (95) : 92316 - 92324
  • [9] Multispectral studies of DNA binding, antioxidant and cytotoxic activities of a new pyranochromene derivative
    Dehkordi, Mahvash Farajzadeh
    Dehghan, Gholamreza
    Mahdavi, Majid
    Feizi, Mohammad Ali Hosseinpour
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2015, 145 : 353 - 359
  • [10] Synthesis and antiplasmodial evaluation of novel chromeno[2,3-b]chromene derivatives
    Devakaram, Ruth
    Black, David StC.
    Choomuenwai, Vanida
    Davis, Rohan A.
    Kumar, Naresh
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (04) : 1527 - 1534