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Journal Article

Aldehydes as Alkylating Agents for Ketones


Klussmann,  Martin
Research Group Klußmann, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Runikhina, S. A., Afanasyev, O. I., Biriukov, K., Perekalin, D. S., Klussmann, M., & Chusov, D. (2019). Aldehydes as Alkylating Agents for Ketones. Chemistry – A European Journal, 25(71), 16225-16229. doi:10.1002/chem.201904605.

Cite as: http://hdl.handle.net/21.11116/0000-0005-6519-E
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.