当前位置: X-MOL 学术Adv. Synth. Catal. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Metal- and Oxidant-Free Electrosynthesis of Heterocycles from 1,2-Diarylalkene Derivatives
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2022-10-17 , DOI: 10.1002/adsc.202200847
Cheol-Min Park 1 , Eunsoo Yu 2 , Hyungguk Kim 2
Affiliation  

Synthesis of heterocycles from 1,2-diarylalkene derivatives through electrosynthesis under metal- and oxidant-free conditions has been discovered. Cathodic reduction of 2-alkenylbenzoic acid or anodic oxidation of 2-alkenylbenzamide, 2-alkenylphenol and 2-alkenylaniline leads to the formation of reactive radical intermediates which afford corresponding phthalide, isochroman-1-one, isoindolin-1-one, benzofuran, and indole in satisfying yields with good functional group tolerance. Interestingly, different chemoselectivities were found in different reaction solvents. Several mechanistic investigations including cyclic voltammetry studies and control experiments were carried out to elucidate the reaction mechanisms.

中文翻译:

1,2-二芳基烯烃衍生物杂环的无金属和无氧化剂电合成

已经发现在无金属和无氧化剂的条件下通过电合成从 1,2-二芳基烯烃衍生物合成杂环。2-烯基苯甲酸的阴极还原或 2-烯基苯甲酰胺、2-烯基苯酚和 2-烯基苯胺的阳极氧化导致反应性自由基中间体的形成,这些中间体提供相应的苯酞、异色满-1-酮、异吲哚啉-1-酮、苯并呋喃和吲哚以良好的官能团耐受性满足产量。有趣的是,在不同的反应溶剂中发现了不同的化学选择性。进行了几项机理研究,包括循环伏安法研究和控制实验,以阐明反应机理。
更新日期:2022-10-17
down
wechat
bug