An environmentally friendly synthesis of 1,4-dihydropyrano [2,3-c]pyrazole derivatives catalyzed by tungstate sulfuric acid

被引：30

作者：

Farahi, Mahnaz ^{[1
]}

Karami, Bahador ^{[1
]}

Sedighimehr, Iman ^{[1
]}

Tanuraghaj, Hamideh Mohamadi ^{[1
]}

机构：

[1] Univ Yasuj, Dept Chem, Yasuj 7591874831, Iran

来源：

CHINESE CHEMICAL LETTERS | 2014年 / 25卷 / 12期

关键词：

6-Amino-4-aryl-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazoles; 3-Methyl-1-phenyl-2-pyrazolin-5-one; Aromatic aldehyde; Malononitrile; Tungstate sulfuric acid; ONE-POT SYNTHESIS; RECYCLABLE CATALYST;

D O I：

10.1016/j.cclet.2014.07.012

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient three-component synthesis of 6-amino-4-aryl-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazoles via a reaction between 3-methyl-1-phenyl-2-pyrazolin-5-one, aromatic aldehydes and malononitrile using tungstate sulfuric acid as a catalyst was described. Mild conditions, good to excellent yields, easily available catalyst and easy work-up are the key features of this method. (C) 2014 Bahador Karami. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

引用

页码：1580 / 1582

页数：3

共 17 条

[1] Elziaty A.K., 2014, INT J SCI ENG RES, V5, P727
[2] Tungstate sulfuric acid as an efficient catalyst for the synthesis of benzoxazoles and benzothiazoles under solvent-free conditions
Farahi, Mahnaz
Karami, Bahador
Azari, Masume
[J]. COMPTES RENDUS CHIMIE, 2013, 16 (11) : 1029 - 1034
[3] A NEW ROUTE TO SUBSTITUTED 3-METHOXYCARBONYLDIHYDROPYRANS - ENANTIOSELECTIVE SYNTHESIS OF (-)-METHYL ELENOLATE
HATAKEYAMA, S
OCHI, N
NUMATA, H
TAKANO, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (17) : 1202 - 1204
[4] H14[NaP5W30O110] Catalyzed One-Pot Three-Component Synthesis of Dihydropyrano[2,3-c]pyrazole and pyrano[2,3-d]pyrimidine Derivatives
Heravi, M. M.
Ghods, A.
Derikvand, F.
Bakhtiari, K.
Bamoharram, F. F.
[J]. JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2010, 7 (03) : 615 - 620
[5] Heravi MM, 2011, GAZI U J SCI, V24, P227
[6] An one-pot three-component process for the synthesis of 6-amino-4-aryl-5-cyano-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c] pyrazoles in aqueous media
Jin, Tong-Shou
Zhao, Rui-Qiao
Li, Tong-Shuang
[J]. ARKIVOC, 2006, : 176 - 182
[7] Tungstate sulfuric acid (TSA)/KMnO4 as a novel heterogeneous system for rapid deoximation
Karami, Bahador
Montazerozohori, Morteza
[J]. MOLECULES, 2006, 11 (09): : 720 - 725
[8] ONE-POT SYNTHESIS OF DIHYDROPYRIMIDINE-THIONE DERIVATIVES USING TUNGSTATE SULFURIC ACID (TSA) AS A RECYCLABLE CATALYST
Karami, Bahador
Haghighijou, Zahra
Farahi, Mahnaz
Khodabakhshi, Saeed
[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2012, 187 (06) : 754 - 761
[9] Rapid Synthesis of Novel and Known Coumarin-3-carboxylic Acids Using Stannous Chloride Dihydrate under Solvent-Free Conditions
Karami, Bahador
Farahi, Mahnaz
Khodabakhshi, Saeed
[J]. HELVETICA CHIMICA ACTA, 2012, 95 (03) : 455 - 460
[10] Synthesis of some novel pyrazolo[5,1-c][l,2,4]triazine derivatives and investigation of their absorption spectra
Karci, Fati
Karci, Fikret
[J]. DYES AND PIGMENTS, 2008, 76 (01) : 97 - 103

← 1 2 →