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Updated: Nov 4, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Trifluoromethylselenolation and N-acylation of indoles with [Me4N][SeCF3]
Kai-Li Tan1, Hao-Nan Wang1, Tao Dong1
1School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, Wuhan 430070, China. cpzhang@whut.edu.cn zhangchengpan1982@hotmail.com.
Abstract:
An efficient method for oxidative trifluoromethylselenolation/N-acylation of indoles with excess [Me4N][SeCF3] in the presence of acyl peroxides and their derivatives is described. The reaction is easy to handle, proceeds smoothly at room temperature under metal-free conditions, and shows advantages such as good functional group tolerance, excellent regioselectivity, and compatibility of a number of substrates, producing 1-acyl and 3-trifluoromethylselanyl substituted indoles in good yields. Acyl peroxides and peroxycarboxylic acid behave as both oxidants and acyl sources in the transformation. This one-pot procedure provides a convenient access to a new class of indole derivatives, representing the first trifluoromethylselanyl bifunctionalization of indoles with the nucleophilic [Me4N][SeCF3] reagent.
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