4.7 Article

Oxone-Mediated Oxidative Cleavage of β-Keto Esters and 1,3-Diketones to α-Keto Esters and 1,2-Diketones in Aqueous Medium

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 14, Pages 7268-7273

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo4009047

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Funding

  1. project IRAKLITOS II - University of Crete of the Operational Programme for Education and Lifelong Learning (E.P.E.D.V.M.) of the NSRF
  2. European Union (European Social Fund) and National Resources

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A versatile and highly efficient method for the direct synthesis of alpha-keto esters and 1,2-diketones has been developed. This approach utilizes the oxidative cleavage of a variety of beta-keto esters and 1,3-diketones mediated by an Oxone/aluminum trichloride system. The simple one-step oxidation reaction proceeded selectively in aqueous media to afford products in high yields, short reaction times, and environmentally benign conditions.

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