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Chemoselective Continuous Ru-Catalyzed Hydrogen-Transfer Oppenauer-Type Oxidation of Secondary Alcohols

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journal contribution
posted on 2017-08-04, 00:00 authored by Ricardo Labes, Claudio Battilocchio, Carlos Mateos, Graham R. Cumming, Oscar de Frutos, Juan A. Rincón, Kellie Binder, Steven V. Ley
A continuous flow method for the selective oxidation of secondary alcohols is reported. The method is based on an Oppenauer-type ruthenium-catalyzed hydrogen-transfer process that uses acetone as both solvent and oxidant. The process utilizes a low loading (1 mol%) of the commercially available ruthenium catalyst [Ru­(p-cymene)­Cl2]2 and triethylamine as a base and can be successfully applied to a range of different substrates, with a good level of functional group tolerance.