HDDA衍生的与硫化物的反应:机制,模式和三组分反应
Junhua Chen1, Vignesh Palani1, Thomas R Hoye1
1Department of Chemistry, University of Minnesota , 207 Pleasant Street SE, Minneapolis, Minnesota 55455, United States.
Journal of the American Chemical Society
|March 25, 2016
概括
这项研究详细介绍了通过六-迪尔斯-阿尔德循环聚合生成的硫化和之间的反应. 该过程产生稳定的硫化物,可以与弱酸结合,从而产生多用途的三元合产品,特别是循环硫化物.
科学领域:
- 有机化学
- 合成化学
- 反应机制
背景情况:
- 是有机合成中至关重要的高反应性中间体.
- 硫化物是具有多种反应性的多功能中间体.
- 六氧化--阿尔德 (HDDA) 反应提供了一个在热条件下生成的途径.
研究的目的:
- 研究硫化与热生成的的反应.
- 阐明涉及1,3-贝他因和硫介质的机制.
- 在三元合过程中探索这种反应的实用性.
主要方法:
- 通过六氧化-迪尔斯-阿尔德 (HDDA) 循环相聚化产生.
- 在现场生成的与各种硫化的反应.
- 使用光谱方法分析反应产物.
主要成果:
- 硫化物与氨酸反应,形成过渡的1,3-β 氨基酸,后者重新排列为稳定的S-硫化物.
- 硫化物可以与反应介质中存在的弱酸反应,形成离子对.
- 循环硫化物在与化物中间体反应时会发生环开裂,从而产生新的三元合产品.
结论:
- 该反应为功能化有机硫化合物的合成提供了一条新途径.
- 该机制涉及一个关键的硫酸中间体,使其具有多种反应性.
- 这种方法为三元合反应提供了一种多功能方法,特别是用于循环硫化物.
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