Cation-exchange resin as an efficient hetero-geneous catalyst for one-pot three-component synthesis of 2,3-dihydro-4(1H)-quinazolinones

被引：16
作者：
Wang, M. [1 ]
Zhang, T. T. [1 ]
Gao, J. J. [1 ]
Liang, Y. [1 ]
机构：
[1] Bohai Univ, Coll Chem Chem Engn & Food Safety, Jinzhou 121000, Peoples R China
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2012年 / 48卷 / 06期
关键词：
2,3-dihydro-4(1H)-quinazolinones; isatoic anhydride; cation-exchange resin; multicomponent reactions; REUSABLE CATALYST; TUBULIN POLYMERIZATION; 2,3-DIHYDROQUINAZOLIN-4(1H)-ONES; WATER; DERIVATIVES; QUINAZOLIN-4(3H)-ONES;
D O I：
10.1007/s10593-012-1073-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Various mono- and disubstituted 2,3-dihydro-4(1H)-quinazolinones were synthesized efficiently by a one-pot three-component condensation of isatoic anhydride, aromatic aldehydes, and ammonium salts or primary amines using a strong acidic cation-exchange resin as the catalyst in EtOH-H2O solution. The catalyst is cheap, efficient, stable, and reusable under the reaction conditions. The novel method offers several advantages, such as excellent yields, environmentally friendly reaction media, and simple procedure.
引用
收藏
页码：897 / 902
页数：6
相关论文
共 50 条
[31]   ZnO nanoparticles catalyzed efficient one-pot three-component synthesis of 2,3-disubstituted quinalolin-4(1H)-ones under solvent-free conditions [J].
I. Yavari ;
S. Beheshti .
Journal of the Iranian Chemical Society, 2011, 8 :1030-1035
[32]   First one-pot stereoselective synthesis of cis-2,3-dihydro-4-perfluoroalkyl-1H-1,5-benzodiazepines via a catalyst-free three-component reaction [J].
Xu, Jiechao ;
Wei, Jiamei ;
Bian, Linglin ;
Zhang, Jiaping ;
Chen, Jie ;
Deng, Hongmei ;
Wu, Xiaoyu ;
Zhang, Hui ;
Cao, Weiguo .
CHEMICAL COMMUNICATIONS, 2011, 47 (12) :3607-3609
[33]   ZnO NANOPARTICLES AS AN EFFICIENT, HETEROGENEOUS, REUSABLE, AND ECOFRIENDLY CATALYST FOR ONE-POT, THREE-COMPONENT SYNTHESIS OF 3,4-DIHYDROPYRIMIDIN-2(1H)-(THIO)ONE DERIVATIVES IN WATER [J].
Hassanpour, Akbar ;
Khanmiri, Rahim Hosseinzadeh ;
Abolhasani, Jafar .
SYNTHETIC COMMUNICATIONS, 2015, 45 (06) :737-743
[34]   Starch solution as an efficient and environment-friendly catalyst for one-pot synthesis of β-aminoketones and 2,3-dihydroquinazolin-4(1H)-ones in EtOH [J].
Maghsoodlou, Malek Taher ;
Khorshidi, Naimeh ;
Mousavi, Mir Rasul ;
Hazeri, Nourallah ;
Habibi-Khorassani, Sayyed Mostafa .
RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (10) :7497-7508
[35]   6-methylguanamine-Supported CoFe2O4: An Efficient Catalyst for One-Pot Three-Component Synthesis of Isoxazol-5(4H)-One Derivatives [J].
Saadati-Moshtaghin, Hamid Reza ;
Maleki, Behrooz ;
Tayebee, Reza ;
Kahrobaei, Sepideh ;
Abbasinohoji, Fahime .
POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (03) :885-896
[36]   Sonochemical synthesis of 2,3-dihydro-4(1H)-quinazolinones and 1-amidoalkyl-2-naphthols using magnetic nanoparticle-supported ionic liquid as a heterogeneous catalyst [J].
Dadhania, Harsh N. ;
Raval, Dipak K. ;
Dadhania, Abhishek N. .
RESEARCH ON CHEMICAL INTERMEDIATES, 2018, 44 (01) :117-134
[37]   Synthesis of pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolines via a one-pot, three-component reaction [J].
Maleki, Ali ;
Rezayan, Ali Hossein .
TETRAHEDRON LETTERS, 2014, 55 (10) :1848-1850
[38]   One-pot three-component synthesis of chromeno [2,3-d] pyrimidine derivatives: Novel, simple, and efficient electrochemical approach [J].
Malviya, Jyoti ;
Singh, Rana Krishna Pal .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2020, 57 (01) :39-49
[39]   Green and efficient one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones and their anthelmintic studies [J].
Kharmawlong, George Kupar ;
Nongrum, Ridaphun ;
Chhetri, Bhusan ;
Rani, Urns World Star ;
Rahman, Noimur ;
Yadav, Arun Kumar ;
Nongkhlaw, Rishanlang .
SYNTHETIC COMMUNICATIONS, 2019, 49 (20) :2683-2695
[40]   Copper Nitrate Catalyzed Three-Component One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-Ones [J].
Wang, Min ;
Jiang, Heng ;
Song, Zhiguo ;
Gong, Hong .
PREPARATIVE BIOCHEMISTRY & BIOTECHNOLOGY, 2009, 39 (04) :372-379
12345