Nanocatalytic one-pot, four-component synthesis of some new triheterocyclic compounds consisting of pyrazole, pyran, and pyrimidinone rings

被引：51

作者：

Dastkhoon, Sadegh ^{[1
]}

Tavakoli, Zaiba ^{[1
]}

Khodabakhshi, Saeed ^{[2
]}

Baghernejad, Mojtaba ^{[1
]}

Abbasabadi, Masoud Khaleghi ^{[2
]}

机构：

[1] Islamic Azad Univ, Dept Chem, Gachsaran Branch, Gachsaran, Iran

[2] Islamic Azad Univ, Robatkarim Branch, Young Researchers & Elite Club, Robatkarim, Iran

来源：

NEW JOURNAL OF CHEMISTRY | 2015年 / 39卷 / 09期

关键词：

KNOEVENAGEL CONDENSATION; DERIVATIVES; EFFICIENT; NANOPARTICLES; CATALYST; GREEN; PYRAZOLOPYRANOPYRIMIDINES; PROTOCOL; CASCADE;

D O I：

10.1039/c5nj01046b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new series of triheterocyclic compounds containing pyrazole, pyran, and pyrimidinone rings was synthesized via a one-pot condensation of ethylacetoacetate, hydrazine hydrate, barbituric acid, and aromatic aldehydes in the presence of catalytic amounts of titanium dioxide nanowires. Various functional groups were well tolerated under the optimized reaction conditions.

引用

页码：7268 / 7271

页数：4

共 34 条

[1] Synthesis and molluscicidal activity of new cinnoline and pyrano [2,3-c]pyrazole derivatives [J].

Abdelrazek, Fathy M. ;

Metz, Peter ;

Metwally, Nadia H. ;

El-Mahrouky, Sherif F. .

ARCHIV DER PHARMAZIE, 2006, 339 (08) :456-460

[2] Synthesis of Quinoxaline Derivatives Using TiO2 Nanoparticles as an Efficient and Recyclable Catalyst [J].

Alinezhad, Heshmatollah ;

Tajbakhsh, Mahmood ;

Salehian, Fatemeh ;

Biparva, Pourya .

BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2011, 32 (10) :3720-3725

[3] A highly efficient and green cascade synthesis of 3-methyl-substituted-4-hydroxy-1-methylquinolin-2(1H)-ones under solvent- and catalyst-free conditions [J].

Bhat, Subrahmanya Ishwar ;

Trivedi, Darshak R. .

RSC ADVANCES, 2014, 4 (22) :11300-11304

[4] Studies on the synthesis, in vitro antitumor activity of 4H-benzo[h]chromene, 7H-benzo[h]chromene[2,3-d]pyrimidine derivatives and structure-activity relationships of the 2-,3-and 2,3-positions [J].

El-Agrody, Ahmed M. ;

Fouda, Ahmed M. ;

Al-Dies, Al-Anood M. .

MEDICINAL CHEMISTRY RESEARCH, 2014, 23 (06) :3187-3199

[5] Role of mixed metal oxides in catalysis science-versatile applications in organic synthesis [J].

Gawande, Manoj B. ;

Pandey, Rajesh K. ;

Jayaram, Radha V. .

CATALYSIS SCIENCE & TECHNOLOGY, 2012, 2 (06) :1113-1125

[6] Formation of C=C Bond via Knoevenagel Reaction between Aromatic Aldehyde and Barbituric Acid at Liquid/HOPG and Vapor/HOPG Interfaces [J].

Geng, Yanfang ;

Dai, Hongliang ;

Chang, Shaoqing ;

Hu, Fangyun ;

Zeng, Qingdao ;

Wang, Chen .

ACS APPLIED MATERIALS & INTERFACES, 2015, 7 (08) :4659-4666

[7] A green and convenient protocol for the synthesis of novel pyrazolopyranopyrimidines via a one-pot, four-component reaction in water [J].

Heravi, Majid M. ;

Mousavizadeh, Farnoush ;

Ghobadi, Nazanin ;

Tajbakhsh, Mahgol .

TETRAHEDRON LETTERS, 2014, 55 (06) :1226-1228

[8]

Jones G., 1967, ORGANICREACTIONS, V15, P204, DOI DOI 10.1002/0471264180.OR015.02

[9] An efficient synthesis of new khellactone-type compounds using potassium hydroxide as catalyst via one-pot, three-component reaction [J].

Karami, B. ;

Eskandari, K. ;

Khodabakhshi, S. .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2014, 11 (03) :631-637

[10] Regiospecific strategies for the synthesis of novel dihydropyrimidinones and pyrimidopyridazines catalyzed by molybdate sulfuric acid [J].

Karami, Bahador ;

Khodabakhshi, Saeed ;

Akrami, Sedigheh ;

Farahi, Mahnaz .

TETRAHEDRON LETTERS, 2014, 55 (26) :3581-3584

← 1 2 3 4 →