Electrochemical Synthesis of α-Thiocyanated/Methoxylated Ketones Using Enol Acetates

Peng Zhang, Junwei Ma, Xuan Liu, Fei Xue, Yonghong Zhang, Bin Wang, Weiwei Jin, Yu Xia*, Chenjiang Liu*

*College of Chemistry, Xinjiang University, Urumqi 830017, P. R. China, Email: 18509487642163.com, pxylcj126.com

P. Zhang, J. Ma, X. Liu, F. Xue, Y. Zhang, B. Wang, W. Jin, Y. Xia, C. Liu, J. Org. Chem., 2023, 88, 16122-16131.

DOI: 10.1021/acs.joc.3c01417

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Abstract

An electrochemical reaction of enol acetates with cheap NH₄SCN or MeOH as the radical sources provides a series of valuable α-thiocyanates/methoxy ketones under mild conditions in good yields. The reaction tolerates various functional groups and is scalable.

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proposed mechanism

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Key Words

electrochemistry, alkoxylation, α-hydroxylation

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ID: J42-Y2023