One-pot synthesis of dihydropyrimidinones catalysed by lithium bromide: an improved procedure for the Biginelli reaction

被引：230

作者：

Maiti, G ^{[1
]}

Kundu, P

Guin, C

机构：

[1] Jadavpur Univ, Dept Chem, Kolkata 700032, W Bengal, India

[2] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, W Bengal, India

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 13期

关键词：

dihydropyrimidinones; lithium bromide; Biginelli reaction;

D O I：

10.1016/S0040-4039(02)02859-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

LiBr catalyses efficiently the three component condensation reaction of an aldehyde, a beta-ketoester and urea in refluxing acetonitrile to afford the corresponding dihydropyrimidinones in high yield. (C) 2003 Published by Elsevier Science Ltd.

引用

页码：2757 / 2758

页数：2

共 21 条

[1]

ATWAL KS, 1987, HETEROCYCLES, V26, P1189

[2] SUBSTITUTED 1,4-DIHYDROPYRIMIDINES .3. SYNTHESIS OF SELECTIVELY FUNCTIONALIZED 2-HETERO-1,4-DIHYDROPYRIMIDINES [J].

ATWAL, KS ;

ROVNYAK, GC ;

OREILLY, BC ;

SCHWARTZ, J .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (25) :5898-5907

[3] A revision of the Biginelli reaction under solid acid catalysis. Solvent-free synthesis of dihydropyrimidines over montmorillonite KSF [J].

Bigi, F ;

Carloni, S ;

Frullanti, B ;

Maggi, R ;

Sartori, G .

TETRAHEDRON LETTERS, 1999, 40 (17) :3465-3468

[4]

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

[5]

Firouzabadi H, 1999, SYNTHESIS-STUTTGART, P58

[6] Researches on pyrimidines CXXX Synthesis of 2-keto-1,2,3,4-tetrahydropyrimidines [J].

Folkers, K ;

Harwood, HJ ;

Johnson, TB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1932, 54 :3751-3758

[7]

FOLKERS K, 1934, J AM CHEM SOC, P1180

[8] Unprecedented catalytic three component one-pot condensation reaction: An efficient synthesis of 5-alkoxycarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones [J].

Hu, EH ;

Sidler, DR ;

Dolling, UH .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10) :3454-3457

[9]

Kappe CO, 1997, TETRAHEDRON, V53, P2803

[10]

KAPPE CO, 1993, TETRAHEDRON, V49, P6937

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