Wang Bao-Fan, Qiu Ziming, Lian Fei, Zhang Mengke, Liu Tai-Chen, Kang Zheng-Hui, Li Jiu-Ling
School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou, 510006, China.
School of Medical Sciences, Pingdingshan University, Pingdingshan, 467000, China.
Mol Divers. 2025 Aug 5. doi: 10.1007/s11030-025-11279-3.
A straightforward multi-component method is developed to construct multifunctionalized (oxo)indoles under Pd(II) catalysis via intramolecular or intermolecular reaction pathways between electron-rich arenes, diazo compounds, and nitrosoarenes. Under the catalysis of palladium, metal carbene, generated from diazo compound, reacts with electron-rich arene to form zwitterionic intermediate, which is trapped by activated nitrosobenzene to give the desired product. It is worth noting that indole and nitrosobenzene have a competitive relationship and react with diazo compounds to produce different two-component products. Therefore, in multi-component reactions of diazo compounds, electron-rich arene, and nitrosobenzene, obtaining a single multifunctional indole product with high chemical selectivity remains a visible challenge.
开发了一种直接的多组分方法，通过富电子芳烃、重氮化合物和亚硝基芳烃之间的分子内或分子间反应途径，在钯（II）催化下构建多官能化（氧代）吲哚。在钯的催化下，重氮化合物生成的金属卡宾与富电子芳烃反应形成两性离子中间体，该中间体被活化的亚硝基苯捕获，得到所需产物。值得注意的是，吲哚和亚硝基苯具有竞争关系，它们与重氮化合物反应会生成不同的双组分产物。因此，在重氮化合物、富电子芳烃和亚硝基苯的多组分反应中，获得具有高化学选择性的单一多官能化吲哚产物仍然是一个明显的挑战。
