二次环酸胺的pd催化N-arylation:催化剂的开发,范围和计算研究
Jacqueline D Hicks1, Alan M Hyde, Alberto Martinez Cuezva
1Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA.
Journal of the American Chemical Society
|November 6, 2009
概括
这项研究引入了一种高效的N-arylation方法,用于使用化的胺. 一种新型的双酸连接体使各种三级酸的简单合成成为可能.
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:
- 三级胺是药品和材料中重要的结构动图.
- 对胺的N-arylation有效的方法对于合成灵活性至关重要.
研究的目的:
- 为非循环二次胺开发一个高效的N-arylation协议.
- 为了使三级氨酸胺中的芳香成分容易变化.
- 识别和理解用于这种转换的新型素连接体的关键特征.
主要方法:
- 使用胺的N-arylation使用烯非酸盐,酸盐和化物.
- 开发和应用一种新的二基素联结体.
- 合成,机械和计算研究来探测连接体效应.
主要成果:
- 实现了非循环二次胺的有效N-arylation.
- 一种新型的双酸联体与3,5-(bis) trifluoromethylphenyl组显示出独特的疗效.
- 连接物优化确定了甲基组和电子吸收替代物,这些替代物对活性至关重要.
结论:
- 已经建立了一种强大而通用的合成三级胺的方法.
- 开发的酸二甲酸联体因其特定的电子和硬质性质而具有很高的效率.
- 计算数据支持了涉及电子缺陷连接体促进胺结合的拟议机制.
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