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Direct Access to α-Oxoketene Aminals via Copper-Catalyzed Formal Oxyaminalization of Alkenes under Mild Conditions

Lu Wang, Chaorong Qi*, Tianzuo Guo, Huanfeng Jiang*

*School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P.R. China, Email: crqiscut.edu.cn, jianghfscut.edu.cn

L. Wang, C. Qi, T. Guo, H. Jiang, Org. Lett., 2019, 21, 2223-2226.

DOI: 10.1021/acs.orglett.9b00518



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Abstract

A copper-catalyzed four-component formal oxyaminalization of alkenes with Togni's reagent and amines in the presence of molecular oxygen as both the oxidant and oxygen source efficiently provides a range of structurally diverse α-oxoketene aminals. This simple procedure offers excellent functional group tolerance, broad substrate scope, and mild conditions.

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Key Words

ketene aminals, enaminones, multicomponent reactions, oxygen


ID: J54-Y2019