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The Synthesis of α-Keto Acetals from Terminal Alkynes and Alcohols via Synergistic Interaction of Organoselenium Catalysis and Electrochemical Oxidation

Ding Ding, Liang Xu* and Yu Wei*

*School of Chemistry and Chemical Engineering, Shihezi University, Shihezi 832001, People’s Republic of China, Email: xuliang4423shzu.edu.cn, yuweichemshzu.edu.cn

D. Ding, L. Xu, Y. Wei, J. Org. Chem., 2022, 87, 4912-4917.

DOI: 10.1021/acs.joc.1c02681


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Abstract

The combination of electrochemical and organoselenium-catalyzed processes enables an unprecedented synthesis of α-keto acetals from readily available terminal alkynes and alcohols. The desired products are obtained in a single operation at room temperature in the absence of basic or metallic additives.

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proposed mechanism



Key Words

α-ketoaldehydes, acetals, electrochemistry


ID: J42-Y2022