Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: A Method for the Synthesis of Ketals and Ketones

Xiaofeng Ma, Xiya Luo, Simon Dochain, Charlotte Mathot and István E. Markò*

*Laboratory of Organic and Medicinal Chemistry, Université Catholique de Louvain, Place Louis Pasteur 1 bte L4.01.02, 1348 Louvain-la-Neuve, Belgium, Email: istvan.markouclouvain.be

X. Ma, Y. Luo, S. Dochain, C. Mathot, I. E. Marko, Org. Lett., 2015, 17, 4690-4693.

DOI: 10.1021/acs.orglett.5b02084

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Abstract

An electrochemical oxidative decarboxylation of wide range of disubstituted malonic acids leads to dimethoxy ketals in very good yields in the presence of NH₃. Treatment of the crude reaction mixture after electrolysis with 1 M aq HCl enables the synthesis of ketones in a single vessel operation.

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Key Words

ketones, electrochemistry

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ID: J54-Y2015