Electrochemical hydrocarboxylation of enol derivatives with CO: access to β-acetoxycarboxylic acids

Electrochemical hydrocarboxylation of enol acetates with CO 2 is developed. The disclosed process provides β-acetoxycarboxylic acids in 25-66% yields, in contrast to the electrolysis of ketones, silyl enol ethers and vinyl tosylates with CO 2 , which leads mainly to alcohols. Electrolysis of enol ac...

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Published inChemical communications (Cambridge, England) Vol. 6; no. 62; pp. 899 - 812
Main Authors Ustyuzhanin, Alexander O, Bityukov, Oleg V, Sokolovskiy, Pavel V, Merkulova, Valentina M, Ilovaisky, Alexey I, He, Liang-Nian, Vil', Vera A, Terent'ev, Alexander O
Format Journal Article
Published 30.07.2024
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Summary:Electrochemical hydrocarboxylation of enol acetates with CO 2 is developed. The disclosed process provides β-acetoxycarboxylic acids in 25-66% yields, in contrast to the electrolysis of ketones, silyl enol ethers and vinyl tosylates with CO 2 , which leads mainly to alcohols. Electrolysis of enol acetates with CO 2 yields β-acetoxycarboxylic acids, in contrast to electrolysis of ketones or silyl enol ethers.
Bibliography:https://doi.org/10.1039/d4cc02831g
Electronic supplementary information (ESI) available. See DOI
ISSN:1359-7345
1364-548X
DOI:10.1039/d4cc02831g