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, G. I. Nikishin, Alexander O. Terent’ev

The Journal of Organic Chemistry · 2019 · 43 citations · 109 references

Concepts

Abstract

The electrochemically induced cross-dehydrogenative C-O coupling of β-diketones and β-ketoesters (C-H reagents) with carboxylic acids (O-H reagents) was developed. An important feature of this reaction lies in the selective formation of intermolecular C-O coupling products in high yields, up to 92%, using DMSO as a solvent with a broad substrate scope in an undivided cell equipped with carbon and platinum electrodes at high current density. Electric current acts as a stoichiometric oxidant.

References

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