Synthesis of dihydrochromeno[4,3-b]pyrazolo[4,3-e]pyridin-6(7H)-ones involving one-pot three-component tandem Knoevenagel-Michael reaction catalyzed by n-tetrabutylammonium tribromide (TBATB)

被引：19

作者：

Ghosh, Arindam ^{[1
]}

Khan, Abu T. ^{[1
,2
]}

机构：

[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India

[2] Aliah Univ, Kolkata 700091, W Bengal, India

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 12期

关键词：

Multicomponent reactions; 4-Hydroxycoumarin; Aldehydes; 3-Amino-5-methyl-pyrazole; n-Tetrabutylammonium tribromide (TBATB); Dihydrochromeno[4,3-b]pyrazolo[4,3-e]pyridin-6(7H)-one derivatives; ENVIRONMENTALLY BENIGN SYNTHESIS; MULTICOMPONENT REACTIONS; AMMONIUM TRIBROMIDE; CARBONYL-COMPOUNDS; ATOM ECONOMY; CONDENSATION; CLEAVAGE;

D O I：

10.1016/j.tetlet.2014.02.014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of dihydrochromeno[4,3-b]pyrazolo[4,3-e]pyridin-6(7H)-ones was achieved through one-pot three-component reaction from 4-hydroxycoumarin, aldehydes, and 3-amino-5-methyl-pyrazole in acetonitrile using 5 mol % TBATB as the catalyst under reflux condition. The product formation is through tandem Knoevenagel-Michael reaction followed by concomitant cyclization. Simple reaction procedure, shorter reaction time, good yields, avoidance of aqueous work-up, and column chromatographic separation are some of the salient features of the present protocol. (c) 2014 Elsevier Ltd. All rights reserved.

引用

页码：2006 / 2009

页数：4

共 26 条

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