核友性芳香替代异烯化物与硫醇的替代
Weiqi Liu1, Xinghao Jin2, Dawei Ma2
1Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Lu, Hefei 230026, China.
The Journal of organic chemistry
|June 3, 2024
概括
这项研究引入了一种简单的核芳香替代 (SNAr) 方法来合成 heteroaryl thioethers. 在温和条件下,该反应与各种异二化物和硫醇一起运作良好,为有价值的化合物提供了一条多功能途径.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 合成化学 合成化学
背景情况:
- 核性芳香替代 (SNAr) 是有机合成中的一个基本反应.
- 对新型药物和材料的开发而言,对乙烯基乙烯的高效合成至关重要.
- 现有的SNAr方法通常需要恶劣的条件或特定的激活组.
研究的目的:
- 开发一种温和而高效的方法,用于 heteroaryl 化物和 thiols 之间的 SNAr 反应.
- 探索反应的范围和局限性与各种电子缺乏和电子丰富的异构体.
- 为了研究其他含硫核友的兼容性,如尿素和胺基.
主要方法:
- 该反应涉及在N,N-二甲基胺 (DMAc) 中用醇对待异甲基化物 (Cl, Br).
- 碳酸 (K2CO3) 作为基材使用.
- 反应在从室温到100°C的温度下进行.
主要成果:
- 对于大多数缺乏电子的异质,SNAr反应在没有额外的激活组的情况下顺利进行.
- 富含电子的异构需要额外的取电子组 (,,蓝,) 来完成反应.
- 获得了乙烯乙烯的良好产量,反应性受到乙烯电子和素方向的影响.
- 在这些条件下,功能化尿酸和胺酸也成功反应.
结论:
- 一个多功能和高效的SNAr协议被建立用于合成多种不同的 heteroaryl thioethers.
- 该方法在不同的电子类型的异构和硫核中显示了广泛的适用性.
- 这为获取重要的含硫异环化合物提供了有价值的合成工具.
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