Ca(II)-catalyzed, one-pot four component synthesis of functionally embellished benzylpyrazolyl coumarins in water

被引：35

作者：

Yaragorla, Srinivasarao ^{[1
]}

Pareek, Abhishek ^{[1
]}

Dada, Ravikrishna ^{[1
]}

机构：

[1] Cent Univ Rajasthan, Dept Chem, Bandarsindri 305817, Rajasthan, India

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 33期

关键词：

Benzylpyrazolylcoumarins; Ca(II) catalysis; Multicomponent reactions; Green synthesis; Heterocyclic compounds; One-pot reaction; AQUEOUS-MEDIA; MULTICOMPONENT REACTIONS; ORGANIC-REACTIONS; CONDENSATION; MCI-186; 4-HYDROXYCOUMARIN; ISCHEMIA; ANALOGS; FOCUS;

D O I：

10.1016/j.tetlet.2015.06.049

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile one-pot, four-component synthesis of biologically important benzylpyrazolyl coumarins in water has been demonstrated using environmentally benign Ca(II) as the catalyst. Participation of aliphatic aldehydes has been described for the first time. Short reaction times, high yields and chromatography free isolation of the products, usage of eco-friendly catalyst and solvent are the key features of this method. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：4770 / 4774

页数：5

共 59 条

[1]

Al-Haiza Mohamed Ali, 2001, Acta Pharmaceutica (Zagreb), V51, P251

[2]

[Anonymous], 2013, COMPREHENSIVE INORGA

[3] Multiple-component condensation strategies for combinatorial library synthesis [J].

Armstrong, RW ;

Combs, AP ;

Tempest, PA ;

Brown, SD ;

Keating, TA .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :123-131

[4] Nonsteroidal antiinflammatory agents -: Part 1:: Antiinflammatory, analgesic and antipyretic activity of some new 1-(pyrimidin-2-yl)-3-pyrazolin-5-ones and 2-(pyrimidin-2-yl)-1,2,4,5,6,7-hexahydro-3H-indazol-3-ones [J].

Badawey, ESAM ;

El-Ashmawey, IM .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1998, 33 (05) :349-361

[5] 3,4-DIPHENYL-1H-PYRAZOLE-1-PROPANAMINE ANTIDEPRESSANTS [J].

BAILEY, DM ;

HANSEN, PE ;

HLAVAC, AG ;

BAIZMAN, ER ;

PEARL, J ;

DEFELICE, AF ;

FEIGENSON, ME .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (02) :256-260

[6] Calcium-Based Lewis Acid Catalysts [J].

Begouin, Jeanne-Marie ;

Niggemann, Meike .

CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (25) :8030-8041

[7] Synthesis, biological evaluation, and SAR study of novel pyrazole analogues as inhibitors of Mycobacterium tuberculosis: Part 2. Synthesis of rigid pyrazolones [J].

Castagnolo, Daniele ;

Manetti, Fabrizio ;

Radi, Marco ;

Bechi, Beatrice ;

Pagano, Mafalda ;

De Logu, Alessandro ;

Meleddu, Rita ;

Saddi, Manuela ;

Botta, Maurizio .

BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (15) :5716-5721

[8] Organic Synthesis "On Water" [J].

Chanda, Arani ;

Fokin, Valery V. .

CHEMICAL REVIEWS, 2009, 109 (02) :725-748

[9]

CHAUHAN PMS, 1993, INDIAN J CHEM B, V32, P858

[10] Calcium-mediated intramolecular hydroamination catalysis [J].

Crimmin, MR ;

Casely, IJ ;

Hill, MS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (07) :2042-2043

← 1 2 3 4 5 6 →