Cai Yujuan, Tang Xinjun, Ma Shengming
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032, P. R. China.
Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. China.
Chemistry. 2016 Feb 12;22(7):2266-9. doi: 10.1002/chem.201504823. Epub 2016 Jan 12.
The well-established A(3) coupling reaction of terminal alkynes, aldehydes, and amines provides the most straightforward approach to propargylic amines. However, the related reaction of ketones, especially aromatic ketones, is still a significant challenge. A highly efficient catalytic protocol has been developed for the coupling of aromatic ketones with amines and terminal alkynes, in which Cu(I) , generated in situ from the reduction of CuBr2 with sodium ascorbate, has been identified as the highly efficient catalyst. Since propargylic amines are versatile synthetic intermediates and important units in pharmaceutical products, such an advance will greatly stimulate research interest involving the previously unavailable propargylic amines.
成熟的末端炔烃、醛和胺的A(3)偶联反应为合成炔丙基胺提供了最直接的方法。然而，酮尤其是芳香酮的相关反应仍然是一个重大挑战。已开发出一种高效催化方案用于芳香酮与胺和末端炔烃的偶联反应，其中由抗坏血酸钠还原CuBr2原位生成的Cu(I)被确定为高效催化剂。由于炔丙基胺是通用的合成中间体且是药品中的重要单元，这样的进展将极大地激发对涉及此前无法获得的炔丙基胺的研究兴趣。
