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

页码：897 / 902

页数：6

共 50 条

[21] Efficient Synthesis of Functionalized Pyrido[2,3-c]coumarin Derivatives by a One-Pot Three-Component Reaction [J].

Chen, Zhiwei ;

Hu, Lele ;

Peng, Fei .

SYNLETT, 2016, 27 (12) :1888-1892

[22] Efficient One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones via a Three-Component Biginelli Reaction [J].

Bosica, Giovanna ;

Cachia, Fiona ;

De Nittis, Riccardo ;

Mariotti, Nicole .

MOLECULES, 2021, 26 (12)

[23] Thiamine hydrochloride (VB1) as an efficient promoter for the one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones [J].

Chen, Yijia ;

Shan, Weiguang ;

Lei, Min ;

Hu, Lihong .

TETRAHEDRON LETTERS, 2012, 53 (44) :5923-5925

[24] Green and catalyst-free one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones in water [J].

Olyaei, Abolfazl ;

Rahbarian, Fatemeh ;

Sadeghpour, Mahdieh .

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2015, 51 (10) :899-902

[25] KCC-1/Pr-SO3H: an efficient heterogeneous catalyst for green and one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-one [J].

Azizi, Sajjad ;

Soleymani, Jafar ;

Hasanzadeh, Mohammad .

NANOCOMPOSITES, 2020, 6 (01) :31-40

[26] Three-Component One-Pot Synthesis of 2,4,6-Triarylpyridines without Catalyst and Solvent [J].

Wang, Min ;

Yang, Zhongyong ;

Song, Zhiguo ;

Wang, Qinglin .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (03) :907-910

[27] Efficient Synthesis of Functionalized Dihydro-1H-indol-4(5H)-ones via One-Pot Three-Component Reaction under Catalyst-Free Conditions [J].

Wang, Hui-Yan ;

Shi, Da-Qing .

ACS COMBINATORIAL SCIENCE, 2013, 15 (05) :261-266

[28] Synthesis of 2,3-dihydroquinazolin-4(1H)-ones via one-pot three-component reaction catalyzed by l-pyrrolidine-2-carboxylic acid-4-hydrogen sulfate (supported on silica gel) as novel and recoverable catalyst [J].

Ghorbani-Choghamarani, Arash ;

Zamani, Parisa .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2012, 9 (04) :607-613

[29] One-pot synthesis of pyrido[2,3-d]pyrimidines via efficient three-component reaction in aqueous media [J].

Shi, Daqing ;

Niu, Liliui ;

Shi, Jingwen ;

Wang, Xiangshan ;

Ji, Shunjun .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (05) :1083-1090

[30] ONE-POT, THREE-COMPONENT SYNTHESIS OF α-AMINO PHOSPHONATES USING NaHSO4-SiO2 AS AN EFFICIENT AND REUSABLE CATALYST [J].

Maghsoodlou, Malek Taher ;

Heydari, Reza ;

Habibi-Khorassani, Sayyed Mostafa ;

Hazeri, Nourallah ;

Sajadikhah, Seyed Sajad ;

Rostamizadeh, Mohsen ;

Lashkari, Mojtaba .

SYNTHETIC COMMUNICATIONS, 2012, 42 (01) :136-143

← 1 2 3 4 5 →