铜纳米颗粒催化的炔、二卤甲烷、胺三组分偶联反应研究有机化学.pdfVIP

DOI: 10.6023/cjoc201412045 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 铜纳米颗粒催化的炔、二卤甲烷、胺三组分偶联反应研究 †,a †,a a a 曾苏伟 徐 森 王 勇 喻 敏 朱 荔b 姚小泉*,a (a 南京航空航天大学材料科学与技术学院 南京 210016) (b 南京医科大学药学院 南京 210029) 摘要 以铜纳米颗粒作为催化剂, Cs2CO3 为碱, 二卤甲烷为底物和溶剂, 发展了一个高效的催化炔、二卤甲烷、胺三组 分偶联反应(AHA 偶联反应)生成炔丙胺的反应体系. 与文献相比, 该催化体系具有催化剂廉价易得、反应条件相对温 和、底物适应性优良、使用单一溶剂体系后处理方便的特点. 同时, 以铜纳米颗粒为催化剂, 易于实现催化剂的有效循 环利用, 经 5 次反应催化活性未见明显下降. 关键词 铜纳米颗粒; AHA 偶联反应; 炔丙胺; 催化剂循环 Copper Nanoparticles Catalyzed Three-Component Coupling of Alkyne, Dihalomethane and Amine for the Synthesis of Pro- pargylic Amine Zeng, Suwei†,a Xu, Sen†,a Wang, Yonga Yu, Mina Zhu, Lib Yao, Xiaoquan*,a a ( Department of Applied Chemistry , Nanjing University of Aeronautics and Astronautics, Nanjing 210016) b ( School of Pharmacy, Nanjing Medical University, Nanjing 210029) Abstract A copper nanoparticles-catalyzed three-component coupling reaction of alkyne, dihalomethane, and amine (AHA coupling) was reported for the synthesis of propargylic amine. The catalytic AHA coupling reaction was carried out under mild conditions with dihalomethane as substrate and solvent, and good to excellent yields were also achie