Electrochemical hydrocarboxylation of enol derivatives with CO2: access to β-acetoxycarboxylic acids

Alexander O. Ustyuzhanin; Oleg V. Bityukov; Pavel V. Sokolovskiy; Valentina M. Merkulova; Alexey I. Ilovaisky; Liang-Nian He; Vera A. Vil’; Alexander O. Terent’ev

doi:10.1039/D4CC02831G

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Electrochemical hydrocarboxylation of enol derivatives with CO₂: access to β-acetoxycarboxylic acids†

Alexander O. Ustyuzhanin,^a Oleg V. Bityukov,^a Pavel V. Sokolovskiy,

^a Valentina M. Merkulova,^a Alexey I. Ilovaisky,^a Liang-Nian He,

^b Vera A. Vil’

*^a and Alexander O. Terent’ev

*^a

Author affiliations

* Corresponding authors

^a N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, Russian Federation
E-mail: vil@ioc.ac.ru, terentev@ioc.ac.ru

^b State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China

Abstract

Electrochemical hydrocarboxylation of enol acetates with CO₂ 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 CO₂, which leads mainly to alcohols.

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Article information

DOI: https://doi.org/10.1039/D4CC02831G
Article type: Communication
Submitted: 11 Jun 2024
Accepted: 08 Jul 2024
First published: 08 Jul 2024

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Chem. Commun., 2024,60, 8099-8102

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Electrochemical hydrocarboxylation of enol derivatives with CO₂: access to β-acetoxycarboxylic acids

A. O. Ustyuzhanin, O. V. Bityukov, P. V. Sokolovskiy, V. M. Merkulova, A. I. Ilovaisky, L. He, V. A. Vil’ and A. O. Terent’ev, Chem. Commun., 2024, 60, 8099 DOI: 10.1039/D4CC02831G

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