Copper-Catalyzed Three-Component Reactions of α-Ketoaldehyde, 1,3-Dicarbonyl Compound, and Organic Boronic Acid in Water: A Route to 1,4-Diketones
Qi Xia, Xiang Li, Xi Fu, Yaxuan Zhou, Yanqing Peng, Jiayi Wang* and Gonghua Song*
*School of Pharmacy, East China University of Science and
Technology, Shanghai 200237, People's Republic of China, Email: jiayi.wang
ecust.edu.cn,
ghsongecust.edu.cn
Q. Xia, X. Li, X. Fu, Y. Zhou, Y. Peng, J. Wang, G. Song, J. Org. Chem., 2021, 86, 9914-9923.
DOI: 10.1021/acs.joc.1c01100
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Abstract
CuO catalyzes a three-component reaction of α-ketoaldehydes, 1,3-dicarbonyl compounds, and organic boronic acids in water to provide a wide range of products containing 1,3- and 1,4-diketones. The method offers use of readily available starting materials, wide substrate scope, excellent yields, gram-scale synthesis, and mild reaction conditions.
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proposed mechanism
Key Words
active methylenes (substitution, benzylation), arylation, 1,4-diketones, multicomponent reactions
ID: J42-Y2021
