Solvent-free synthesis of quinoline derivatives via the Friedlander reaction using 1,3-disulfonic acid imidazolium hydrogen sulfate as an efficient and recyclable ionic liquid catalyst

被引：33

作者：

Shirini, Farhad ^{[1
]}

Yahyazadeh, Asieh ^{[1
]}

Mohammadi, Kamal ^{[1
]}

Khaligh, Nader Ghaffari ^{[1
]}

机构：

[1] Univ Guilan, Coll Sci, Dept Chem, Rasht 41335, Iran

来源：

COMPTES RENDUS CHIMIE | 2014年 / 17卷 / 04期

关键词：

Quinolines; Ionic liquid; Friedlander annulation; Solvent-free conditions; ONE-STEP SYNTHESIS; CONJUGATED POLYMERS; MEDIATED SYNTHESIS; HIGHLY EFFICIENT; IN-VITRO; MILD; ELECTROLUMINESCENCE; ESTERIFICATION; INHIBITORS; ANNULATION;

D O I：

10.1016/j.crci.2013.10.007

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A convenient, highly versatile and eco-friendly protocol for the synthesis of quinoline derivatives via the Friedlander reaction is presented. The method is based on the use of 1,3-disulfonic acid imidazolium hydrogen sulfate (DSIMHS) as an efficient and reusable ionic liquid catalyst. A variety of ketones afforded the substituted quinolines in excellent yields during relatively short reaction times under solvent-free conditions; ithe catalyst could be easily recovered and reused for several times without any appreciable loss of activity. (C) 2013 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.

引用

页码：370 / 376

页数：7

共 50 条

[31] Solvent-Free Synthesis of 1, 4 Dihydropyridines Derivatives via Hantzsch Reaction Employing MgFe2O4 MNPs: An Efficient and Recyclable Heterogeneous Catalyst
Borade, Ravikumar M.
Kale, Swati B.
Khirade, Pankaj P.
Jadhav, K. M.
Pawar, Rajendra P.
JOURNAL OF INORGANIC AND ORGANOMETALLIC POLYMERS AND MATERIALS, 2024, 34 (03) : 1104 - 1120
[32] Solvent-Free Synthesis of 1, 4 Dihydropyridines Derivatives via Hantzsch Reaction Employing MgFe2O4 MNPs: An Efficient and Recyclable Heterogeneous Catalyst
Ravikumar M. Borade
Swati B. Kale
Pankaj P. Khirade
K. M. Jadhav
Rajendra P. Pawar
Journal of Inorganic and Organometallic Polymers and Materials, 2024, 34 : 1104 - 1120
[33] Synthesis of coumarins via Pechmann reaction catalyzed by 3-methyl-1-sulfonic acid imidazolium hydrogen sulfate as an efficient, halogen-free and reusable acidic ionic liquid
Khaligh, Nader Ghaffari
CATALYSIS SCIENCE & TECHNOLOGY, 2012, 2 (08) : 1633 - 1636
[34] Morpholinium hydrogen sulfate (MHS) ionic liquid as an efficient catalyst for the synthesis of bioactive multi-substituted imidazoles (MSI) under solvent-free conditions
Marzouk, Adel A.
Abdelhamid, Antar A.
Mohamed, Shaaban K.
Simpson, Jim
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2017, 72 (01): : 23 - 33
[35] Chloroferrate(III) Ionic Liquid: Efficient and Recyclable Catalyst for Solvent-free Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones
Xiaofen Chen
Yanqing Peng
Catalysis Letters, 2008, 122 : 310 - 313
[36] An efficient and rapid approach to quinolines via Friedlander synthesis catalyzed by silica gel supported sodium hydrogen sulfate under solvent-free conditions
Dabiri, Minoo
Azimi, Seyyedeh Cobra
Bazgir, Ayoob
MONATSHEFTE FUR CHEMIE, 2007, 138 (07): : 659 - 661
[37] Immobilization of Lewis acidic ionic liquid on perlite nanoparticle surfaces as a highly efficient solid acid catalyst for the solvent-free synthesis of xanthene derivatives
Moradi, L.
Mirzaei, M.
RSC ADVANCES, 2019, 9 (35): : 19940 - 19948
[38] Chloroferrate(III) ionic liquid:: Efficient and recyclable catalyst for solvent-free synthesis of 3,4-dihydropyrimidin-2(1H)-ones
Chen, Xiaofen
Peng, Yanqing
CATALYSIS LETTERS, 2008, 122 (3-4) : 310 - 313
[39] Synthesis and Characterization of Bronsted Acidic Ionic Liquid Based on Ethylamine as an Efficient Catalyst for the Synthesis of Xanthene Derivatives under Solvent-Free Conditions
Abdi Piralghar, Zahra
Hashemi, Mohammad M.
Ezabadi, Ali
POLYCYCLIC AROMATIC COMPOUNDS, 2020, 40 (05) : 1510 - 1523
[40] Friedlander synthesis of poly-substituted quinolines in the presence of dodecylphosphonic acid (DPA) as a highly efficient, recyclable and novel catalyst in aqueous media and solvent-free conditions
Ghassamipour, S.
Sardarian, A. R.
TETRAHEDRON LETTERS, 2009, 50 (05) : 514 - 519

← 1 2 3 4 5 →