Shen Jiabin, Wang Zhihao, Zhang Yuru, Xu Jun, Liu Xiaogang, Shen Chao, Zhang Pengfei
College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology, Ministry of Education, Hangzhou Normal University, Hangzhou, Zhejiang 311121, People's Republic of China.
Department of Chemistry and the N.1 Institute for Health, National University of Singapore, Singapore 117543, Singapore.
Org Lett. 2022 May 27;24(20):3614-3619. doi: 10.1021/acs.orglett.2c01140. Epub 2022 May 13.
Herein, we report a simple and mild protocol for the chemoselective mono- and diamination of ketone using pyrazole as the amine source in a combined copper-organocatalyst system. Various substrates are compatible, providing the corresponding products in moderate to good yields. This strategy gives an efficient and convenient solution for the synthesis of α-pyrazole and α,α-dipyrazole ketone derivatives. The control experiment demonstrates that generated hydrazone is a key intermediate in the transformation.
在此，我们报道了一种简单温和的方法，即在铜 - 有机催化剂组合体系中，使用吡唑作为胺源，对酮进行化学选择性单胺化和二胺化反应。各种底物均适用，能以中等至良好的产率提供相应产物。该策略为α - 吡唑酮和α,α - 二吡唑酮衍生物的合成提供了一种高效便捷的解决方案。对照实验表明，生成的腙是该转化过程中的关键中间体。
