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Copper-Catalyzed Direct Synthesis of Diaryl 1,2-Diketones from Aryl Iodides and Propiolic Acids

Hongkeun Min, Thiruvengadam Palani, Kyungho Park, Jinil Hwang and Sunwoo Lee*

*Department of Chemistry, Chonnam National University, Gwangju 500-757, Republic of Korea, Email:

H. Min, T. Palani, K. Park, J. Hwang, S. Lee, J. Org. Chem., 2014, 79, 6279-6285.

DOI: 10.1021/jo501089k

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Benzil derivatives such as diaryl 1,2-diketones are synthesized via a direct copper-catalyzed decarboxylative coupling reaction of aryl propiolic acids with aryl iodides followed by an oxidation. The reaction shows good functional group tolerance toward ester, aldehyde, cyano, and nitro groups. In addition, symmetrical diaryl 1,2-diketones are obtained from aryl iodides and propiolic acid in the presence of palladium and copper catalysts.

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Key Words

1,2-diketones, arylation, DMSO

ID: J42-Y2014