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Acyl Radicals from α-Keto Acids Using a Carbonyl Photocatalyst: Photoredox-Catalyzed Synthesis of Ketones

Da-Liang Zhu, Qi Wu, David James Young, Hao Wang, Zhi-Gang Ren and Hong-Xi Li*

*College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China, Email: lihxsuda.edu.cn

D.-L. Zhu, Q. Wu, D. J. Young, H. Wang, Z.-G. Ren, H.-X. Li, Org. Lett., 2020, 22, 6832-6837.

DOI: 10.1021/acs.orglett.0c02351



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Abstract

The inexpensive 2-chloro-thioxanthen-9-one as photoredox catalyst mediates the formation of acyl radicals from α-keto acids under visible light illumination. These reactive species added to olefins or coupled with aryl halides via a bipyridyl-stabilized Ni(II) catalyst to provide a diverse range of ketones. This reliable, atom-economical, and eco-friendly protocol tolerates a wide range of functional groups.

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Key Words

aryl ketones, photochemistry


ID: J54-Y2020