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
  • [1] Ultrasonic-assisted green synthesis of β-amino carbonyl compounds by copper oxide nanoparticles decorated phosphate functionalized graphene oxide via Mannich reaction
    Achary, L. Satish K.
    Nayak, Pratap S.
    Barik, Bapun
    Kumar, Aniket
    Dash, Priyabrat
    [J]. CATALYSIS TODAY, 2020, 348 : 137 - 147
  • [2] Synthesis, analgesic and anti-inflammatory evaluation of some novel quinazoline derivatives
    Alafeefy, Ahmed M.
    Kadi, Adnan A.
    Al-Deeb, Omar A.
    El-Tahir, Kamal E. H.
    Al-jaber, Nabila A.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (11) : 4947 - 4952
  • [3] Boosting Aerobic Oxidation of Alcohols via Synergistic Effect between TEMPO and a Composite Fe3O4/Cu-BDC/GO Nanocatalyst
    Alamgholiloo, Hassan
    Rostamnia, Sadegh
    Zhang, Kaiqiang
    Lee, Tae Hyung
    Lee, Yoon-Sik
    Varma, Rajender S.
    Jang, Ho Won
    Shokouhimehr, Mohammadreza
    [J]. ACS OMEGA, 2020, 5 (10): : 5182 - 5191
  • [4] Synthesis of Quinazoline and Quinazolinone Derivatives via Ligand-Promoted Ruthenium-Catalyzed Dehydrogenative and Deaminative Coupling Reaction of 2-Aminophenyl Ketones and 2-Aminobenzamides with Amines
    Arachchige, Pandula T. Kirinde
    Yi, Chae S.
    [J]. ORGANIC LETTERS, 2019, 21 (09) : 3337 - 3341
  • [5] CuFe2O4 nanoparticles: a magnetically recoverable and reusable catalyst for the synthesis of quinoline and quinazoline derivatives in aqueous media
    Baghbanian, Seyed Meysam
    Farhang, Maryam
    [J]. RSC ADVANCES, 2014, 4 (23) : 11624 - 11633
  • [6] Synthesis and biological evaluation of a series of aryl triazoles as firefly luciferase inhibitors
    Bai, Haixiu
    Zhu, Peng
    Wu, Wenxiao
    Li, Jing
    Ma, Zhao
    Zhang, Wei
    Cheng, Yanna
    Du, Lupei
    Li, Minyong
    [J]. MEDCHEMCOMM, 2015, 6 (03) : 418 - 424
  • [7] Synthesis and Antiprotozoal Activity of Cationic 1,4-Diphenyl-1H-1,2,3-triazoles
    Bakunov, Stanislav A.
    Bakunova, Svetlana M.
    Wenzler, Tanja
    Ghebru, Maedot
    Werbovetz, Karl A.
    Brun, Reto
    Tidwell, Richard R.
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (01) : 254 - 272
  • [8] Pyrrolo[3,2-h]quinazolines as Photochemotherapeutic Agents
    Barraja, Paola
    Caracausi, Libero
    Diana, Patrizia
    Montalbano, Alessandra
    Carbone, Anna
    Salvador, Alessia
    Brun, Paola
    Castagliuolo, Ignazio
    Tisi, Silvia
    Dall'Acqua, Francesco
    Vedaldi, Daniela
    Cirrincione, Girolamo
    [J]. CHEMMEDCHEM, 2011, 6 (07) : 1238 - 1248
  • [9] Photodecomposition of an acaricide, fenazaquin, in aqueous alcoholic solution
    Bhattacharyya, J
    Banerjee, H
    Bhattacharyya, A
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (14) : 4013 - 4016
  • [10] STUDIES ON V-TRIAZOLES .4. THE 4-METHOXYBENZYL GROUP, A VERSATILE N-PROTECTING GROUP FOR THE SYNTHESIS OF N-UNSUBSTITUTED V-TRIAZOLES
    BUCKLE, DR
    ROCKELL, CJM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (02): : 627 - 630