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Green synthesis of quinolines via A 3 -coupling by using graphene oxide-supported Brønsted acidic ionic liquid
Research on Chemical Intermediates ( IF 3.3 ) Pub Date : 2020-02-13 , DOI: 10.1007/s11164-020-04099-7
Shivanand Gajare , Audumbar Patil , Shankar Hangirgekar , Sushilkumar Dhanmane , Gajanan Rashinkar

Abstract

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 13C 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 A3-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



中文翻译:

氧化石墨烯负载的布朗斯台德酸性离子液体通过A 3偶联绿色合成喹啉

摘要

通过将苯并咪唑单元共价接枝到氧化石墨烯的基质中,然后与1,4-丁烷磺酸内酯和盐酸反应,制备了氧化石墨烯负载的布朗斯台德酸性离子液体([GrBenzImi] SO 3 H)。[GrBenzImi] SO 3 H已通过多种技术进行了表征,包括傅立叶变换红外光谱(FTIR),傅立叶变换拉曼光谱(FT-Raman光谱),CP-MAS 13 C NMR光谱,热重分析,能量色散X射线分析, Brunauer-Emmett-Teller表面积,X射线衍射和透射电子显微镜。[GrBenzImi] SO 3 H成功地用作A 3中的非均相催化剂水/乙醇体系(1:1)为绿色介质,通过芳基醛,苯胺和苯乙炔的α-偶联反应合成2,4-二取代的喹啉。[GrBenzImi] SO 3 H可以循环使用六次而不会显着降低产品的收率。

图形摘要

更新日期:2020-04-22
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