通过序列C-S合,通过2-Mercapto5,6-Dihydro-4H-1,3-Thiazines的绿色合成
Wenjie Liu1,2, Shuo Wang1, Li Pan1
1State Key Laboratory of NBC Protection for Civilian, Beijing 102205, China.
Molecules (Basel, Switzerland)
|November 27, 2024
概括
一种新的级联反应有效合成1,3-氨酸衍生物,有价值的制药化合物. 该方法使用易于获得的材料和绿色溶剂,提供可靠的途径到各种结构,包括潜在的抗癌剂.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 异环化学 异环化学
背景情况:
- 1,3-氨酸是具有重要的制药应用的N,S-异环化合物.
- 为这些支架开发高效的合成路径对于药物发现至关重要.
研究的目的:
- 开发一种新的级联反应,用于构建5,6-二-4H-1,3-氨酸支架.
- 为了合成各种2-mercapto dihydrothiazines,包括潜在的抗癌剂.
主要方法:
- 一种独特的涉及醇的级联反应,结合了分子间醇-异硫酸和分子内醇-素点击反应.
- 微波辅助合成和传统加热方法进行了比较.
- 用密度函数理论 (DFT) 的计算来阐明反应机制.
主要成果:
- 在高产量中实现了结构多样化的2-mercapto dihydrothiazines的高效合成.
- 三种bis-dihydrothiazine衍生物被确定为潜在的抗瘤候选物.
- 与传统加热相比,微波辅助合成的效率更高.
- DFT的计算证实了一种连续的加法替代机制.
结论:
- 开发的级联C-S合反应为合成1,3-氨酸衍生物提供了快速,可靠和高效的方法.
- 该方法利用良性条件,绿色溶剂和易于获得的起始材料.
- 这种方法有助于发现新的制药剂,特别是在瘤学领域.
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