滴氧乙甲-N-三硫:在循环和多伊尔-基尔姆斯反应中制备和碳反应性
Yifan Zhang1, Shuang Li2, Hongzhu Chen1
1Department of Chemistry, Northeast Normal University, Changchun 130024, PR China.
Organic letters
|February 20, 2025
概括
一种新的试剂,二氧化乙二甲-N-三硫 (DMHz-Tfs),提供了一个方便的二氧化二乙的来源. 这可以通过铁催化反应有效合成环烯和含硫化合物.
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:
- 为有效的有机合成开发用于现场碳生成的新试剂至关重要.
- 铁催化剂为贵金属催化剂提供了一种可持续且具有成本效益的替代方案.
研究的目的:
- 引入二氧化乙甲-N-三硫 (DMHz-Tfs) 作为产生二氧化二氧化乙的新试剂.
- 探索DMHz-Tfs在铁催化碳转移反应中的实用性.
- 调查开发的合成方法的立体选择性和可扩展性.
主要方法:
- 合成和表征二氧化乙甲-N-三硫化 (DMHz-Tfs).
- 使用DMHz-Tfs作为碳前体的铁催化循环化反应.
- 用铁催化的多伊尔-基尔姆斯反应使用DMHz-Tfs.
- 产品的格拉姆级合成和立体化学分析.
- 密度函数理论 (DFT) 计算以探测反应机制.
主要成果:
- 在温和条件下,DMHz-Tfs作为有效且易于处理的Dimethoxydiazoethane生成的前体.
- 高产量和立体选择性在铁催化循环化反应中得到了实现,产生了多种类型的乙功能化循环.
- 使用DMHz-Tfs的多伊尔-基姆塞反应提供了具有优异立体控制的同质和艾伦硫化物.
- 证明了格拉姆尺度合成,突出显示了试剂的实际适用性.
- DFT的计算证实了双旋状态铁碳中间体的参与.
结论:
- DMHz-Tfs是一种强大且多功能的试剂,用于在现场生成二氧化二乙.
- 铁催化使得使用DMHz-Tfs合成有价值的有机分子的高效和立体选择性碳转移反应成为可能.
- 开发的方法提供了一个可扩展和实用的方法,用于访问复杂的含乙化合物和含硫.
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