Green synthesis of quinolines via A3-coupling by using graphene oxide-supported Bronsted acidic ionic liquid

被引:26
|
作者
Gajare, Shivanand [1 ]
Patil, Audumbar [1 ]
Hangirgekar, Shankar [1 ]
Dhanmane, Sushilkumar [2 ]
Rashinkar, Gajanan [1 ]
机构
[1] Shivaji Univ, Dept Chem, Kolhapur 416004, MS, India
[2] Fergusson Coll, Dept Chem, Pune 411004, MS, India
关键词
Bronsted acidic ionic liquid; Graphene oxide; A(3)-coupling; 2,4-disubstituted quinolines; Reusability; ONE-POT SYNTHESIS; 2,4-DISUBSTITUTED QUINOLINES; NANOCOMPOSITE; PERFORMANCE; CATALYSIS; ALDEHYDES; ALKYNES; AMINES;
D O I
10.1007/s11164-020-04099-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Graphene oxide-supported Bronsted acidic ionic liquid ([GrBenzImi]SO3H) has been prepared by covalent grafting of benzimidazole unit in the matrix of graphene oxide followed by reaction with 1,4-butane sultone and hydrochloric acid. [GrBenzImi]SO3H has been characterized by various techniques including Fourier transform infrared spectroscopy (FTIR), FT-Raman (FT-Raman spectroscopy), CP-MAS C-13 NMR spectroscopy, thermogravimetric analysis, energy-dispersive X-ray analysis, Brunauer-Emmett-Teller surface area, X-ray diffraction, and transmission electron microscopy. [GrBenzImi]SO3H was successfully employed as heterogeneous catalyst in A(3)-coupling reaction of aryl aldehydes, anilines and phenylacetylene for the synthesis of 2,4-disubstituted quinolines using water/ethanol system (1:1) as green medium. [GrBenzImi]SO3H could be recycled six times without significant loss in the yield of product. Graphic abstract
引用
收藏
页码:2417 / 2436
页数:20
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