Wang Jinrong, Xu Bing, Wang Yibo, Xia Guangzhen, Zhang Zhan-Ming, Zhang Junliang
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai 200438, P.R.China.
Zhuhai Fudan Innovation Institute, Zhuhai, Guangdong 519000, P.R.China.
J Am Chem Soc. 2024 Aug 7;146(31):21231-21238. doi: 10.1021/jacs.4c07382. Epub 2024 Jul 29.
Asymmetric Pd-catalyzed three-component carboamination reactions of dienes to construct chiral cyclohexenylamines, which are of great importance in many fields of chemistry, have remained largely unexplored. Here, we demonstrate a highly enantio- and regioselective Pd/-catalyzed carboamination reactions of 1,3-cyclohexadiene with readily available aryl iodides and anilines for facile access to diverse valuable chiral cyclohexenylamines. The process shows excellent functional group tolerance, easy scalability, and mild conditions. Moreover, mechanistic studies suggest that this reaction has a first-order dependence on the concentration of the palladium catalyst and aniline.
在化学的许多领域都具有重要意义的不对称钯催化二烯的三组分碳胺化反应以构建手性环己烯基胺，在很大程度上仍未得到充分探索。在此，我们展示了一种高度对映选择性和区域选择性的钯/催化的1,3-环己二烯与易于获得的芳基碘化物和苯胺的碳胺化反应，可轻松获得各种有价值的手性环己烯基胺。该过程显示出优异的官能团耐受性、易于放大以及温和的条件。此外，机理研究表明该反应对钯催化剂和苯胺的浓度呈一级依赖性。
