Synthesis of pyranopyrazoles, benzopyrans, amino-2-chromenes and dihydropyrano[c]chromenes using ionic liquid with dual Bronsted acidic and Lewis basic sites

被引:22
作者
Habibi, Davood [1 ]
Shamsian, Atefeh [1 ]
Nematollahi, Davood [1 ]
机构
[1] Bu Ali Sina Univ, Fac Chem, Dept Organ Chem, Hamadan 6517838683, Iran
来源
CHEMICAL PAPERS | 2015年 / 69卷 / 04期
关键词
ionic liquid; synthesis; pyranopyrazoles; benzopyrans; amino-2-chromenes; dihydropyrano[c]chromenes; POT MULTICOMPONENT REACTION; CARBONYL-COMPOUNDS; CATALYTIC-REACTIONS; EFFICIENT CATALYST; DERIVATIVES; GREEN; BISCOUMARIN; WATER;
D O I
10.1515/chempap-2015-0066
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient ionic liquid with both Bronsted acidic and Lewis basic sites, namely 1,4-dimethyl-1-(4-sulphobutyl)piperazinium hydrogen sulphate (IL1), was synthesised and characterised. IL1 is a "green", homogeneous and reusable catalyst for: i) the synthesis of pyranopyrazoles (Va-Vj) and benzopyrans (VIa-VIj and VIIa-VIIf) at ambient temperature under solvent-free conditions and ii) the synthesis of amino-2-chromenes (VIIIa-VIIIi and IXa-IXi) and dihyropyrano[ c] chromenes (Xa-Xi) at 80 degrees C under solvent-free conditions. The reactions were rapid with excellent product yields. In addition, the double Bronsted acid, 1,4-dimethyl-1,4-bis(4-sulphobutyl)piperazinium hydrogen sulphate (IL2), was prepared to evaluate the cooperation efficiency of their Bronsted acidic and Lewis basic sites as compared with the double Bronsted acidic sites in IL1. (c) 2014 Institute of Chemistry, Slovak Academy of Sciences
引用
收藏
页码:586 / 595
页数:10
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