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Aldehydes as Alkylating Agents for Ketones |
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| Authors: | Sofiya A Runikhina Dr Oleg I Afanasyev Klim Biriukov Prof Dr Dmitry S Perekalin Dr Martin Klussmann Dr Denis Chusov |
| Institution: | 1. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova St. 28, 119991 Moscow, Russia;2. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova St. 28, 119991 Moscow, Russia
G.V. Plekhanov Russian University of Economics, 36 Stremyanny Per., 117997 Moscow, Russia;3. Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany |
| Abstract: | Common and non-toxic aldehydes are proposed as reagents for alkylation of ketones instead of carcinogenic alkyl halides. The developed reductive alkylation reaction proceeds in the presence of the commercially available ruthenium catalyst (cymene)RuCl2]2 (as low as 250 ppm) and carbon monoxide as the reducing agent. The reaction works well for a broad substrate scope, including aromatic and aliphatic aldehydes and ketones. It can be carried out without a solvent and often gives nearly quantitative yields of the products. This straightforward and cost-effective method is promising not only for laboratory application but also for industry, which produces carbon monoxide as a large-scale waste product. |
| Keywords: | aldehydes alpha-alkylation ketones reductive coupling ruthenium |