4.4 Article

Visible Light Induced Oxidation of a-Diazo Esters for the Transition Metal-Free Synthesis of a-Keto Esters

Journal

CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 41, Issue 12, Pages 4732-4737

Publisher

SCIENCE PRESS
DOI: 10.6023/cjoc202111020

Keywords

photocatalysis; transition metal-free; aerobic oxidation; a-diazo esters; a-keto esters

Funding

  1. Natural Science Foundation of Jiangxi Province [20202ACBL203006]
  2. Foundation of Zhejiang Educational Committee [Y202147050]

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An aerobic oxidation approach using oxygen as an oxidant for the synthesis of a-keto esters has been developed. The transformation is achieved by inducing visible light with eosin Y, allowing reactions to proceed at room temperature under air atmosphere with broad substrate tolerance. This provides a green and facile synthetic approach for structurally diverse a-keto esters.
Herein, an aerobic oxidation approach for the synthesis of a-keto esters using oxygen as a cheap and pollution-free oxidant has been developed. By using readily available alpha-diazo esters as starting materials, the transformation was achieved by the inducement of visible light with eosin Y as the light sensitizer. The reactions proceed at room temperature under air atmosphere, tolerating substrates with broad scope, thus providing a green and facile synthetic approach to structurally diverse a-keto esters.

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