用Pd(OAc) 2催化直接芳香性碳化制备zolactams的方法
Kazuhiko Orito1, Akiyoshi Horibata, Takatoshi Nakamura
1Laboratory of Organic Synthesis, Division of Molecular Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan. orito@org-mc.eng.hokudai.ac.jp
Journal of the American Chemical Society
|November 4, 2004
概括
一个新的无素催化系统可以使用乙酸和铜乙酸进行直接的芳香碳化. 这种方法有效地通过 орто-palladation 来从欧米茄-arylalkylamines 中合成zolactams.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 合成方法论 合成方法论
背景情况:
- 催化碳化反应在有机合成中至关重要.
- 开发无素催化系统简化了程序,降低了成本.
- 实现位点选择性功能化仍然是芳香化学的一个关键挑战.
研究的目的:
- 开发一种新的,无素的催化系统,用于直接的芳香碳化.
- 为了研究碳化反应的位点选择性.
- 从易于获得的原料中合成有价值的zolactam 化合物.
主要方法:
- 使用了一种由乙酸 (PdOAc) 2和铜乙酸 (CuOAc) 2组成的催化系统.
- 在一氧化碳 (CO) 气体与空气混合的气氛下进行反应.
- 作为基质使用的二次omega-arylalkylamines,包括N-alkylbenzylamines和N-alkylphenethylamines.
主要成果:
- 在不需要素连接体的情况下实现了直接的芳香性碳化.
- 通过骨架位机制表现出了显著的位点选择性.
- 成功合成了多种五和六个成员的zolactams.
结论:
- 开发的无素系统提供了一条有效的通往zolactams的途径.
- 在这种碳化反应中,正骨化是观察到的位点选择性的关键.
- 这种方法为构建复杂的异环化合物提供了有价值的工具.
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