Extended Version of the Corey–Chaykovsky Reaction: Synthesis of 2,4-Substituted Furans by the Treatment of β-Dialkylamino Chalcones with Dimethylsulfonium Methylide
化学
有机化学
作者
Roman O. Shcherbakov,Danil A. Myasnikov,Igor V. Trushkov,Maxim G. Uchuskin
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.