电化学激活甲以构建伊索克萨林阿尔多克西姆
Shuaiyu Ji1, Lixing Zhao1, Bingyang Miao1
1College of Chemistry and Chemical Engineering, Qingdao University, 308 Ningxia Road, Qingdao, 266071, China.
Angewandte Chemie (International ed. in English)
|June 21, 2023
概括
我们报告了一种电化学方法来激活亚甲,使其能够用于从烯酸中合成异zoline aldoximes. 这种高效的过程提供了一个单步路线,具有高产量和原子经济.
科学领域:
- 有机化学 有机化学
- 电化学 电化学 电化学
- 合成方法论 合成方法论
背景情况:
- 在有机合成中,激活亚甲以获得新型反应性是一个重大挑战.
- 开发有效的方法来构建异环化合物,如伊索克萨林阿尔多克西姆是至关重要的.
研究的目的:
- 开发一种用于激活亚甲的新型电化学方法.
- 为了利用活性化甲作为异佐林阿尔多克西姆合成的前体.
- 为了研究反应机制和优化条件.
主要方法:
- 使用亚甲和烯进行电化学合成.
- 一个步骤合成的异佐林aldoximes.
- 机械学研究包括动态同位素效应 (KIE),循环电量计 (CV) 和密度函数理论 (DFT) 的计算.
主要成果:
- 从易于获得的原料中,在单个步骤中成功合成异佐林阿尔多克西姆.
- 在优化电化学条件下获得中等到优异的产量.
- 证明了高原子经济和E-选择性.
- 机械洞察力揭示了1,2,5-氧化二氧化物中间体的形成.
结论:
- 亚甲的电化学激活提供了一个高效和多功能途径,以isoxazoline aldoximes.
- 开发的方法在简单性,产量和可持续性方面具有优势.
- 机理学研究阐明了涉及关键中间体和 [3+2] 循环添加的途径.
相关概念视频
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Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of...
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