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Extended Version of the Corey–Chaykovsky Reaction: Synthesis of 2,4-Substituted Furans by the Treatment of β-Dialkylamino Chalcones with Dimethylsulfonium Methylide
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2023-06-01 , DOI: 10.1021/acs.joc.3c00203
Roman O Shcherbakov 1 , Danil A Myasnikov 1 , Igor V Trushkov 2, 3 , Maxim G Uchuskin 1
Affiliation  

We describe the synthesis of functionalized furans using the concept of the extended Corey–Chaykovsky reaction. Namely, β,β-disubstituted α,β-unsaturated ketones were treated with dimethylsulfonium methylide to give vinyloxiranes, which immediately rearranged into the corresponding furans. The developed approach allows for synthesizing a broad range of unsymmetrically di- and trisubstituted furans containing various functionalities in the core.

中文翻译:

Corey-Chaykovsky 反应的扩展版本:用二甲基锍甲基化物处理 β-二烷基氨基查耳酮合成 2,4-取代呋喃

我们使用扩展的 Corey-Chaykovsky 反应的概念描述了功能化呋喃的合成。即,β,β-二取代的α,β-不饱和酮用二甲基锍甲基化物处理得到乙烯基环氧乙烷,其立即重排成相应的呋喃。所开发的方法可以合成各种核心含有各种官能团的不对称二取代和三取代呋喃。
更新日期:2023-06-01
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