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Synthesis of 1,2-Diketones via a Metal-Free, Visible-Light-Induced Aerobic Photooxidation of Alkynes

Xu Liu, Tiantian Cong, Ping Liu and Peipei Sun*

*College of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, China, Email: sunpeipeinjnu.edu.cn

X. Liu, T. Cong, P. Liu, P. Sun, J. Org. Chem., 2016, 81, 7256-7261.

DOI: 10.1021/acs.joc.6b00097


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Abstract

The cheap and readily available organic dye eosin Y as photocatalyst enables the oxidation of alkynes using air as the oxidant under metal-free conditions upon irradiation with blue light to provide dicarbonylation products in good yields. Some oxidation-sensitive groups, such as formyl and a carbon-carbon double bond, were tolerated under the reaction conditions.

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Key Words

1,2-Diketones, Photochemistry, Air


ID: J42-Y2016