Propargylamine Synthesis via Three-Component Coupling Reaction Catalyzed by Recyclable Cu Nanoparticles under Solvent-Free Conditions

doi:10.6023/cjoc201912003

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (5): 1316-1322.DOI: 10.6023/cjoc201912003 Previous Articles Next Articles

可回收铜纳米颗粒在无溶剂下催化三组分偶联反应合成炔丙基胺

史大鹏^a, 段中余^a,b

a 河北工业大学化工学院天津 300130;
b 河北工业大学天津市本质安全化工技术重点实验室天津 300130

收稿日期:2019-12-03 修回日期:2020-01-09 发布日期:2020-01-21
通讯作者: 段中余 E-mail:zyduan@hebut.edu.cn
基金资助:
国家自然科学基金（No.51473045）资助项目.

Propargylamine Synthesis via Three-Component Coupling Reaction Catalyzed by Recyclable Cu Nanoparticles under Solvent-Free Conditions

Shi Dapeng^a, Duan Zhongyu^a,b

a School of Chemical Engineering and Technology, Hebei University of Technology, Tianjin 300130;
b Tianjin Key Laboratory of Chemical Process Safety, Hebei University of Technology, Tianjin 300130

Received:2019-12-03 Revised:2020-01-09 Published:2020-01-21
Supported by:
Project supported by the National Natural Science Foundation of China (No. 51473045).

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Abstract

In this paper, copper nanoparticles (Cu NPs) were synthesized from copper sulfate by hydrothermal method using hydrazine hydrate as reducing agent. The obtained catalyst was characterized by transmission electron microscope (TEM) and X-ray diffraction (XRD), and successfully used as heterogeneous catalyst to promote the three-component coupling reaction of phenylacetylene, amine and aldehyde in solvent-free. Under Cu NPs (10 mol%), 110℃ and reaction time 10 h,the catalyst exhibits excellent catalytic activity with 88% yield. It is worth noting that the catalyst system can maintain high catalytic activity with only a slight decrease after 4 cycles (all isolated yields >84%). A propargylamine synthetic method by three-component coupling reaction was provided possessing the advantages of simple post-treatment procedure, solvent-free, extensive substrate range and good reusability of catalyst.

Key words: copper nanoparticles, propargylamine, three-component coupling, solvent-free, recyclability

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Shi Dapeng, Duan Zhongyu. Propargylamine Synthesis via Three-Component Coupling Reaction Catalyzed by Recyclable Cu Nanoparticles under Solvent-Free Conditions[J]. Chinese Journal of Organic Chemistry, 2020, 40(5): 1316-1322.

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可回收铜纳米颗粒在无溶剂下催化三组分偶联反应合成炔丙基胺

Propargylamine Synthesis via Three-Component Coupling Reaction Catalyzed by Recyclable Cu Nanoparticles under Solvent-Free Conditions

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