可见光辅助环开放循环乙烯与碳素酸三和N-Halosuccinimides介导的碳素酸
Dhiraj K Jha1, Sandhya Acharya1, Nagaraju Sakkani1
1Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, Texas 78249-0698, United States.
Organic letters
|January 2, 2024
概括
这项研究引入了一种新的方法,用于使用N-iodosuccinimide或N-bromosuccinimide和蓝光下的trifenylphosphine进行环开环循环乙烯,产生基碳酸盐.
科学领域:
- 有机化学 有机化学
- 光催化作用的光催化
- 合成方法论 合成方法论
背景情况:
- 循环乙烯是有机合成中的多功能构建块.
- 它们的功能化的高效方法对于开发新分子至关重要.
- 现有的戒指打开策略通常需要恶劣的条件或特定的催化剂.
研究的目的:
- 开发一种温和而高效的方法来打开各种循环以太的环.
- 探索在光氧催化下使用N-halosuccinimides (NIS/NBS) 和trifenylphosphine的可能性.
- 从易于获得的原料中合成有价值的 ω-醇基碳酸盐.
主要方法:
- 环开放反应的环氧化物,氧化,四基 (THF) 和四基 (THP) 与碳酸.
- 使用的N-iodosuccinimide (NIS) 或N-bromosuccinimide (NBS) 作为素来源.
- 在光催化过程中使用三和蓝光照射.
主要成果:
- 在温和条件下成功实现了各种循环乙烯的环开放.
- 在良好的产量中合成了相应的 ω-haloalkyl carboxylates.
- 提出了一种反应机制,涉及素结合复合物和基离子中间体.
结论:
- 开发的方法提供了一个简单而高效的途径,以 ω-haloalkyl carboxylates.
- 这种光氧催化方法为循环以太功能化提供了一个可持续的替代方案.
- 机械学的见解突出显示了素结合和激素中间体在转化中的作用.
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