硫胺与烯酸的C-H到C-N交叉合
1Roger Adams Laboratory, Department of Chemistry , University of Illinois , Urbana , Illinois 61801 , United States.
Journal of the American Chemical Society
|February 13, 2018
概括
这项研究引入了一种创新的C-H氨化方法,用于制造氨酸. 使用硫氧化 (SOX) 连接剂的催化能够有效地合烯和氨基,从而促进合成化学.
科学领域:
- 有机化学
- 催化剂
- 合成方法
背景情况:
- 在化学合成中,-碳键的形成至关重要.
- 现有的C-N合方法通常需要预先功能化的基板.
- 直接的C-H功能化提供了一个更为原子经济的方法.
研究的目的:
- 开发一种新型的催化方法,用于C ((sp3) -N碎片的合.
- 通过氨基来实现终端烯的分子间C-H氨基化.
- 探索/硫酸氧化 (SOX) 催化在这种转化中的有用性.
主要方法:
- 使用 (II) 催化剂与硫氧化 (SOX) 配合剂.
- 使用N-triflyl保护的亚利法氨基和芳氨基作为合伙伴.
- 在碎片合条件下研究了与终端烯的反应.
主要成果:
- 成功合成了多种类型的56种氨酸.
- 平均收益率高达75%.
- 显示出优异的区域和立体选择性,线性:分支的平均比率>20:1,E:Z异构的平均比率>20:1.
- 机理学研究表明SOX连接体在支持酸-酸中间体中的作用.
结论:
- 建立了一个新的Pd(II) /SOX催化分子间基C-H氨化反应.
- 该方法提供了高选择性的有效获取有价值的氨酸产品.
- 这些发现突显了SOX配体在促进具有挑战性的C-N键形成方面的潜力.
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