Solvent-free synthesis of dihydropyrimidinones catalyzed by alumina sulfuric acid at room temperature

被引：60

作者：

Besoluk, S. ^{[1
]}

Kucukislamoglu, M. ^{[2
]}

Nebioglu, M. ^{[2
]}

Zengin, M. ^{[2
]}

Arslan, M. ^{[2
]}

机构：

[1] Sakarya Univ, Fac Educ, Dept Sci Educ, TR-54300 Sakarya, Turkey

[2] Sakarya Univ, Fac Arts & Sci, Dept Chem, TR-54100 Sakarya, Turkey

来源：

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY | 2008年 / 5卷 / 01期

关键词：

Biginelli reaction; alumina sulfuric acid; solvent-free; dihydropyrimidinones; room temperature;

D O I：

10.1007/BF03245816

中图分类号：

O6 [化学];

学科分类号：

0703 [化学];

摘要：

A simple, efficient and practical procedure for the Biginelli reaction using alumina sulfuric acid (ASA) as a novel acid catalyst is described under solvent-free conditions. The catalyst exhibited remarkable reactivity at room temperature. The method offers several advantages including high yields, environmentally friendly procedure, short reaction times and simple work up procedure.

引用

页码：62 / 66

页数：5

共 24 条

[1]

DIHYDROPYRIMIDINE CALCIUM-CHANNEL BLOCKERS .2. 3-SUBSTITUTED-4-ARYL-1,4-DIHYDRO-6-METHYL-5-PYRIMIDINECARBOXYLIC ACID-ESTERS AS POTENT MIMICS OF DIHYDROPYRIDINES [J].

ATWAL, KS ;

ROVNYAK, GC ;

KIMBALL, SD ;

FLOYD, DM ;

MORELAND, S ;

SWANSON, BN ;

GOUGOUTAS, JZ ;

SCHWARTZ, J ;

SMILLIE, KM ;

MALLEY, MF .

JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (09) :2629-2635

[2]

Biginelli P., 1893, GAZZ CHIM ITAL, V23, P360

[3]

Large scale Biginelli reaction via water-based biphasic media: a green chemistry strategy [J].

Bose, AK ;

Manhas, MS ;

Pednekar, S ;

Ganguly, SN ;

Dang, H ;

He, W ;

Mandadi, A .

TETRAHEDRON LETTERS, 2005, 46 (11) :1901-1903

[4]

Microwave assisted solvent-free synthesis of dihydropyrimidinones by Biginelli reaction over Si-MCM-41 supported FeCl3 catalyst [J].

Choudhary, VR ;

Tillu, VH ;

Narkhede, VS ;

Borate, HB ;

Wakharkar, RD .

CATALYSIS COMMUNICATIONS, 2003, 4 (09) :449-453

[5]

Indium(III) bromide-catalyzed preparation of dihydropyrimidinones: improved protocol conditions for the Biginelli reaction [J].

Fu, NY ;

Yuan, YF ;

Cao, Z ;

Wang, SW ;

Wang, JT ;

Peppe, C .

TETRAHEDRON, 2002, 58 (24) :4801-4807

[6]

Biologically active dihydropyrimidones of the Biginelli-type - a literature survey [J].

Kappe, CO .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2000, 35 (12) :1043-1052

[7]

Kappe CO, 1999, SYNTHESIS-STUTTGART, P1799

[8]

An environmentally benign synthesis of flavones from 1,3-diketones using silica gel supported NaHSO4 catalyst [J].

Kucukislamoglu, M ;

Nebioglu, M ;

Zengin, M ;

Arslan, M ;

Yayli, N .

JOURNAL OF CHEMICAL RESEARCH, 2005, (09) :556-557

[9]

An efficient synthesis of 3,4-dihydropyrimidin-2-ones catalyzed by NH2SO3H under ultrasound irradiation [J].

Li, JT ;

Han, JF ;

Yang, JH ;

Li, TS .

ULTRASONICS SONOCHEMISTRY, 2003, 10 (03) :119-122

[10]

NOVEL ALKALOIDS FROM THE SPONGE BATZELLA SP - INHIBITORS OF HIV GP120-HUMAN CD4 BINDING [J].

PATIL, AD ;

KUMAR, NV ;

KOKKE, WC ;

BEAN, MF ;

FREYER, AJ ;

DEBROSSE, C ;

MAI, S ;

TRUNEH, A ;

FAULKNER, DJ ;

CARTE, B ;

BREEN, AL ;

HERTZBERG, RP ;

JOHNSON, RK ;

WESTLEY, JW ;

POTTS, BCM .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) :1182-1188

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