Palladium-Catalyzed Ring-Forming Aminoalkenylation of Alkenes with Aldehydes Initiated by Intramolecular Aminopalladation
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- 作者：Yue Hu ; Dr. Yinjun Xie ; Zhiqiang Shen and Prof. Dr. Hanmin Huang
- 刊名：Angewandte Chemie
- 出版年：2017
- 出版时间：February 20, 2017
- 年：2017
- 卷：129
- 期：9
- 页码：2513-2517
- 全文大小：763K
- ISSN：1521-3757
文摘
A palladium-catalyzed aminopalladation reaction followed by nucleophilic addition with aldehydes and dehydration is described. This direct and operationally simple procedure provides a rapid and reliable approach to a wide range of functionalized tetrahydroisoquinolines with high selectivity. Mechanistic studies disclosed that the nucleophilic addition, performed via a highly ordered transition-state, is the turnover-limiting step in which the inherent β-hydride elimination of the key Csp3−Pd species was controlled by the confined conformation and the nucleophilicity of the Csp3−Pd bond was enhanced by the strong electron-donating effect of the nitrogen atom.