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(mu-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.
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Submitted on : Wednesday, September 4, 2019 - 1:18:05 PM
Last modification on : Thursday, September 5, 2019 - 1:22:06 AM

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Gilles Argouarch. Mild and efficient rhodium-catalyzed deoxygenation of ketones to alkanes. New Journal of Chemistry, Royal Society of Chemistry, 2019, 43 (28), pp.11041-11044. ⟨10.1039/c9nj02954k⟩. ⟨hal-02278412⟩

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