Microwave-promoted facile and rapid solvent-free synthesis procedure for the efficient synthesis of 3,4-dihydropyrimidin-2(1H)-ones and -thiones using ZrO2/SO42- as a reusable heterogeneous catalyst

被引：20

作者：

Gopalakrishnan, Mannathusamy ^{[1
]}

Sureshkumar, Purushothaman ^{[1
]}

Kanagarajan, Vijayakumar ^{[1
]}

Thanusu, Jeyaraman ^{[1
]}

Govindaraju, Ramalingam ^{[1
]}

Ezhilarasi, Muthuvel R. ^{[1
]}

机构：

[1] Annamalai Univ, Dept Chem, Annamalainagar 608002, Tamil Nadu, India

来源：

LETTERS IN ORGANIC CHEMISTRY | 2006年 / 3卷 / 06期

关键词：

Biginelli reaction; sulfated zirconia; dihydropyrimidinones; microwave irradiation; green chemistry;

D O I：

10.2174/157017806777828493

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sulfated zirconia (ZrO2/SO42-) solid superacid has been proved to be an efficient reusable heterogeneous catalyst for three-component one-pot cyclocondensation reaction of beta-dicarbonyl compounds and urea/thiourea with structurally diverse aromatic aldehydes in solvent-free conditions to furnish the corresponding 3,4-dihydropyrimidin-2(1H)-ones and -thiones in good to excellent yields both under microwave irradiation and thermal conditions.

引用

页码：484 / 488

页数：5

共 55 条

[1] ARATA A, 1990, ADV CATAL, V37, P165
[2] DIHYDROPYRIMIDINE CALCIUM-CHANNEL BLOCKERS .3. 3-CARBAMOYL-4-ARYL-1,2,3,4-TETRAHYDRO-6-METHYL-5-PYRIMIDINECARBOXYLIC ACID-ESTERS AS ORALLY EFFECTIVE ANTIHYPERTENSIVE AGENTS
ATWAL, KS
SWANSON, BN
UNGER, SE
FLOYD, DM
MORELAND, S
HEDBERG, A
OREILLY, BC
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (02) : 806 - 811
[3] A revision of the Biginelli reaction under solid acid catalysis. Solvent-free synthesis of dihydropyrimidines over montmorillonite KSF
Bigi, F
Carloni, S
Frullanti, B
Maggi, R
Sartori, G
[J]. TETRAHEDRON LETTERS, 1999, 40 (17) : 3465 - 3468
[4] Biginelli P., 1893, GAZZ CHIM ITAL, V23, P360
[5] SUPERACID AND CATALYTIC PROPERTIES OF SULFATED ZIRCONIA
CHEN, FR
COUDURIER, G
JOLY, JF
VEDRINE, JC
[J]. JOURNAL OF CATALYSIS, 1993, 143 (02) : 616 - 626
[6] SULFATED ZIRCONIA AS A HYDROCARBON CONVERSION CATALYST
DAVIS, BH
KEOGH, RA
SRINIVASAN, R
[J]. CATALYSIS TODAY, 1994, 20 (02) : 219 - 256
[7] Parallel synthesis of dihydropyrimidinones using Yb(III)-resin and polymer-supported scavengers under solvent-free conditions. A green chemistry approach to the Biginelli reaction
Dondoni, A
Massi, A
[J]. TETRAHEDRON LETTERS, 2001, 42 (45) : 7975 - 7978
[8] Microwave-assisted ring-closing metathesis revisited. On the question of the nonthermal microwave effect
Garbacia, S
Desai, B
Lavastre, O
Kappe, CO
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (23) : 9136 - 9139
[9] Aluminium metal powder (atomized) catalyzed Friedel-Crafts acylation in solvent-free conditions: A facile and rapid synthesis of aryl ketones under microwave irradiation
Gopalakrishnan, M
Sureshkumar, P
Kanagarajan, V
Thanusu, J
[J]. CATALYSIS COMMUNICATIONS, 2005, 6 (12) : 753 - 756
[10] Silica gel supported sodium hydrogen sulfate as an efficient and reusable heterogeneous catalyst for the synthesis of imines in solvent-free conditions under microwave irradiation
Gopalakrishnan, M
Sureshkumar, P
Kanagarajan, V
Thanusu, J
Govindaraju, R
[J]. JOURNAL OF CHEMICAL RESEARCH, 2005, (05) : 299 - 303

← 1 2 3 4 5 6 →