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Updated: Jun 14, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Oxidative Aminotrifluoromethylation of 1,4-Naphthoquinone
Lin Tang1,2, Fengjuan Jia1, Ruijun Yu1
1College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, China.
Abstract:
A strategy for convenient and precise oxidative aminotrifluoromethylation of 1,4-naphthoquinone with the Togni reagent and amines has been demonstrated via a radical process. This method allows efficient access for the preparation of a wide range of CF3-functionalized 1,4-naphthoquinones under mild conditions, and its application in late-stage modification of drug molecules is achieved. Mechanistic studies indicate that 1,4-naphthoquinone serves as both a substrate and a catalyst and that the Togni reagent plays a dual role of a substrate and an oxidant. As a result, the title reaction can take place in the dark without external catalysts and oxidants.
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