Catalytic application of task specific ionic liquid on the synthesis of benzoquinazolinone derivatives by a multicomponent reaction

被引：38

作者：

Rahman, Matiur ^{[1
]}

Sarkar, Anirban ^{[1
]}

Ghosh, Monoranjan ^{[1
]}

Majee, Adinath ^{[1
]}

Hajra, Alakananda ^{[1
]}

机构：

[1] Visva Bharati Cent Univ, Dept Chem, Santini Ketan 731235, W Bengal, India

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 01期

关键词：

Ionic liquid; Benzoquinazolin-2-one; Biginelli reaction; Hydrogen bond; ONE-POT SYNTHESIS; EFFICIENT SYNTHESIS; CYCLOCONDENSATION REACTION; 1,3-DICARBONYL COMPOUNDS; BIGINELLI REACTION; GREEN CHEMISTRY; SILICA-GEL; SOLVENT; DIHYDROPYRIMIDINONES; 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES;

D O I：

10.1016/j.tetlet.2013.11.011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzoquinazolin-2-one derivatives were synthesized by using a catalytic amount of task specific ionic liquid, [1-methyl-3-(4-sulfobutyl)imidazolium-4-methylbenzenesulfonate] through a one-pot multicomponent Biginelli reaction of a-tetralone, aldehyde, and urea/thiourea in excellent yields within a short reaction time. Mechanism studies suggest that the reaction proceeds through iminium intermediate and C2-H of the TSIL plays a major role on its catalytic activity. The catalyst has been reused four times without any significant loss in catalytic activity. Large scale reaction by using this TSIL suggests the applicability of this methodology for bulk synthesis of quinazolinone derivatives. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：235 / 239

页数：5

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