基激活的γ-C(sp(3)) -H氨基的化:在路线上到pyrrolidines
Heng Jiang1, Jian He1, Tao Liu1
1Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
这项研究引入了一种新的催化方法,用于在受保护的氨基中化C ((sp ((3)) -H键. 这使得通过随后的循环化或添加反应有效合成C-2基化皮罗利丁.
科学领域:
- 有机化学
- 催化剂
- 合成方法
背景情况:
- 在有机合成中,C(sp(3)) -H键的直接功能化仍然是一个挑战.
- 开发选择性的氨基功能化方法对于药物发现和材料科学至关重要.
- 催化为CH激活和结合形成提供了强大的工具.
研究的目的:
- 在受保护的氨基中开发一种新的Pd(II) 催化γ-C(sp(3)) -H键.
- 通过随后的阿扎-瓦克尔循环或合物添加合成C-2基化皮罗利丁.
- 探索配体效应和4-硫 (Ns) 保护组对C-H功能化的有用性.
主要方法:
- 使用三 (Tf) 或4-硫 (Ns) 保护氨基的 (II) 催化C (sp) (3) -H化.
- 开发基于胺和胺的配体,以优化不同氨基基底的反应性.
- 随后的阿扎-瓦克尔氧化循环或合添加反应.
主要成果:
- 在受保护的氨基中成功催化了γ-C(sp(3)) -H键的Pd(II) -olefination.
- 有效合成多种C-2化皮罗利丁.
- 通过配体激活的C ((sp ((3)) -H化,突出了特定的化和化基配体的作用.
- 在胺中指导C(sp(3)) -H激活的NS保护组的验证.
结论:
- 已经建立了一种新且高效的Pd(II) 催化C(sp(3)) -H保护氨基的化方法.
- 开发的配体对于基质特异性C-H功能化至关重要,展示了配体启用催化.
- 对于胺的实际C-H功能化来说,Ns组的使用是显著的进步,为更广泛的应用铺平了道路.
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