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Electrochemically Induced Intermolecular Cross-Dehydrogenative C-O Coupling of β-Diketones and β-Ketoesters with Carboxylic Acids

Oleg V. Bityukov, Olesya K. Matveeva, Vera A. Vil', Vladimir A. Kokorekin, Gennady I. Nikishin, Alexander O. Terent'ev*

*N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., Moscow 119991, Russian Federation, Email: alterexyandex.ru

O. V. Bityukov, O. K. Matveeva, V. A. Vil', V. A. Kokorekin, G. I. Nikishin, A. O. Terent'ev, J. Org. Chem., 2019, 84, 1448-1460.

DOI: 10.1021/acs.joc.8b02791 (free Supporting Information)



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Abstract

An electrochemically induced cross-dehydrogenative coupling of β-diketones and β-ketoesters with carboxylic acids provides intermolecular C-O coupling products in high yields using DMSO as a solvent in an undivided cell equipped with carbon and platinum electrodes at high current density. Electric current acts as a stoichiometric oxidant.

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Key Words

hydroxylation, electrochemistry


ID: J42-Y2019