Synergistic Catalysis by Copper Oxide/Graphene Oxide Nanocomposites: A Facile Approach to Prepare Quinazolines and Quinazoline Containing Triazole/Tetrazole Moieties under Mild Reaction Conditions

被引:1
作者
Sarkar, Rajib [1 ]
Gajurel, Sushmita [1 ]
Gupta, Ajay [1 ]
Pal, Amarta Kumar [1 ]
机构
[1] North Eastern Hill Univ, Ctr Adv Studies, Dept Chem, Shillong 793022, Meghalaya, India
来源
CHEMISTRYSELECT | 2022年 / 7卷 / 22期
关键词
CuO; GO nanocomposite; heterogeneous catalysis; multicomponent reactions; quinazolines; sustainable approach; GRAPHENE OXIDE; GRAPHITE OXIDE; 3-COMPONENT SYNTHESIS; EFFICIENT SYNTHESIS; NANOPARTICLES; DERIVATIVES; 2-ARYLQUINAZOLINES; INHIBITORS; REDUCTION; COMPOSITE;
D O I
10.1002/slct.202200297
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A one-pot three-component strategy for the synthesis of quinazoline derivatives under catalyst-free and using CuO/GO nanocomposite has been developed. The catalytic approach proceeded under mild reaction conditions and offered improved yields of the target products within shorter reaction time. The excellent catalytic performance of CuO/GO can be ascribed to the synergistic interaction of the combined graphene oxide (GO) and nano-sized CuO nanoparticles. A wide variety of substrates, including aromatic, heteroaromatic, and bulky aldehydes were explored to obtain highly functionalized quinazoline products in good to high yields. Furthermore, this atom-efficient catalytic pathway has also been extended for the synthesis of quinazoline containing triazole and tetrazole rings. Additionally, the nanocatalyst could be easily recycled and reused five times without much appreciable loss in its activity.
引用
收藏
页数:14
相关论文
共 93 条
  • [11] Novel Irreversible Epidermal Growth Factor Receptor Inhibitors by Chemical Modulation of the Cysteine-Trap Portion
    Carmi, Caterina
    Cavazzoni, Andrea
    Vezzosi, Stefano
    Bordi, Fabrizio
    Vacondio, Federica
    Silva, Claudia
    Rivara, Silvia
    Lodola, Alessio
    Alfieri, Roberta R.
    La Monica, Silvia
    Galetti, Maricla
    Ardizzoni, Andrea
    Petronini, Pier Giorgio
    Mor, Marco
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (05) : 2038 - 2050
  • [12] TMSOTf-catalyzed synthesis of substituted quinazolines using hexamethyldisilazane as a nitrogen source under neat and microwave irradiation conditions
    Chan, Chieh-Kai
    Lai, Chien-Yu
    Wang, Cheng-Chung
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (36) : 7201 - 7212
  • [13] Four-component quinazoline synthesis from simple anilines, aromatic aldehydes and ammonium iodide under metal-free conditions
    Chen, Jinjin
    Chang, Dan
    Xiao, Fuhong
    Deng, Guo-Jun
    [J]. GREEN CHEMISTRY, 2018, 20 (24) : 5459 - 5463
  • [14] Silver(II) oxide-mediated synthesis of 2,4-diarylquinazolines
    Cheung, Wing
    Patch, Raymond J.
    Player, Mark R.
    [J]. TETRAHEDRON LETTERS, 2018, 59 (24) : 2368 - 2371
  • [15] Graphene oxide as an acid catalyst for the room temperature ring opening of epoxides
    Dhakshinamoorthy, Amarajothi
    Alvaro, Mercedes
    Concepcion, Patricia
    Fornes, Vicente
    Garcia, Hermenegildo
    [J]. CHEMICAL COMMUNICATIONS, 2012, 48 (44) : 5443 - 5445
  • [16] One-pot three-component synthesis of quinazolines via a copper-catalysed oxidative amination reaction
    Duan, Tiantian
    Zhai, Tianran
    Liu, Huanhuan
    Yan, Zilong
    Zhao, Yue
    Feng, Lei
    Ma, Chen
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (27) : 6561 - 6567
  • [17] Synthesis of quinazolines over recyclable Fe3O4@SiO2-PrNH2-Fe3+ nanoparticles: A green, efficient, and solvent-free protocol
    Eidi, Esmaiel
    Kassaee, Mohamad Z.
    Nasresfahani, Zahra
    Cummings, Peter T.
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (12)
  • [18] CuFe2O4 nanoparticles: an efficient heterogeneous magnetically separable catalyst for synthesis of some novel propynyl-1H-imidazoles derivatives
    El-Remaily, Mahmoud Abd El Aleem Ali Ali
    Abu-Dief, Ahmed M.
    [J]. TETRAHEDRON, 2015, 71 (17) : 2579 - 2584
  • [19] Fe3O4@SiO2-imid-PMAn magnetic porous nanospheres as recyclable catalysts for the one-pot synthesis of 14-aryl- or alkyl-14H-dibenzo[a,j]-xanthenes and 1,8-dioxooctahydroxanthene derivatives under various conditions
    Esmaeilpour, Mohsen
    Javidi, Jaber
    Dehghani, Farzaneh
    Dodeji, Fatemeh Nowroozi
    [J]. NEW JOURNAL OF CHEMISTRY, 2014, 38 (11) : 5453 - 5461
  • [20] Combination of cobalt ferrite and graphene: High-performance and recyclable visible-light photocatalysis
    Fu, Yongsheng
    Chen, Haiqun
    Sun, Xiaoqiang
    Wang, Xin
    [J]. APPLIED CATALYSIS B-ENVIRONMENTAL, 2012, 111 : 280 - 287