Issue 28, 2019

Mild and efficient rhodium-catalyzed deoxygenation of ketones to alkanes

Abstract

A new and simple method for the deoxygenation of ketones to alkanes is presented. Most substrates are reduced under mild conditions by triethylsilane in the presence of catalytic amounts of [Rh(μ-Cl)(CO)2]2. This system selectively provides the methylene hydrocarbons in good to excellent yields starting from acetophenones and diaryl ketones. A rapid examination of the reaction pathway suggests that the ketone is first converted into an alcohol, which then undergoes hydrogenolysis to give the alkane.

Graphical abstract: Mild and efficient rhodium-catalyzed deoxygenation of ketones to alkanes

Supplementary files

Article information

Article type
Letter
Submitted
06 Jun 2019
Accepted
21 Jun 2019
First published
24 Jun 2019

New J. Chem., 2019,43, 11041-11044

Mild and efficient rhodium-catalyzed deoxygenation of ketones to alkanes

G. Argouarch, New J. Chem., 2019, 43, 11041 DOI: 10.1039/C9NJ02954K

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