4.6 Article

Copper-catalyzed oxidative condensation of α-oxocarboxylic acids with formamides: synthesis of α-ketoamides

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 11, Issue 28, Pages 4573-4576

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ob40787j

Keywords

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Funding

  1. National Natural Science Foundation of China [21102110, 21102111]
  2. Doctoral Fund of the Ministry of Education of China [20110201120076]
  3. Fundamental Research Funds of the Central Universities

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A copper-catalyzed coupling of alpha-oxocarboxylic acids with formamides is reported. This simple method provides a practical approach toward the synthesis of alpha-ketoamides with a variety of functional groups. Mechanistic studies have shown that the reaction proceeded via a radical process and C-13-labeled experiments proved that the amide carbon in the products comes from the corresponding carboxylic acid, not from the DMF.

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