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通过SciPROP-铁催化剂进行区域选择性的Suzuki-Miyaura合
Siming Lu1,2, Ryosuke Agata1,2, Satsuki Nomura1,2
1International Research Center of Elements Science, Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan.
The Journal of organic chemistry
|April 29, 2024
概括
铁催化使得木-米亚乌拉交叉合的propargyl电友. 一种新型的配体和重的替代剂实现了对各种基质的高选择性和产量.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 有机金属化学 有机金属化学
背景情况:
- 木-米拉交叉合是有机合成中的一个重要反应.
- 开发选择性方法来使propargylic位置功能化仍然是一个挑战.
- 铁催化剂为贵金属催化剂提供了一种成本效益和可持续的替代方案.
研究的目的:
- 建立一个铁催化苏苏基-米亚乌拉交叉合方法,用于二级propargyl电友.
- 通过专门设计的配体和基质修饰,实现独特的propargylic选择性.
- 探索反应的范围,功能组耐受性和机械路径.
主要方法:
- 用铁催化剂进行交叉合反应.
- 采用了一种基桥接的庞大的双氨酸连接体 (SciPROP-TB).
- 在基终端位置上加入一个重的三基 (TIPS) 替代剂.
主要成果:
- 成功地建立了二次甲基电友与器官酸盐的铁催化苏苏基-米亚乌拉交叉合.
- 通过SciPROP-TB配体和TIPS替代物的协同效应,获得了独特的propargylic选择性.
- 证明了高的功能组兼容性,区域选择性和在广泛的基质范围内的优异产量.
- 观察到光学活性合物propargyl化物反应的完整种族化.
结论:
- 开发的铁催化方法为选择性propargylic功能化提供了一个有效的途径.
- 反应机制可能涉及到一个propargyl基的中间体的形成,如种族化研究所证明的那样.
- 这种方法提供了一个有价值的工具,用于合成具有propargylic图案的复杂分子.
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