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Updated: Aug 11, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Photoredox-catalyzed trifluoromethylation of 2H-indazoles using TT-CF3+OTf- in ionic liquids
Xin He1, Zhicheng Chen1, Xianghui Zhu1
1School of Chemistry and Materials Science, Heilongjiang University, Harbin 150080, P. R. China. wenyichu@hlju.edu.cn.
Abstract:
A protocol for metal and oxidant free photoredox catalyzed trifluoromethylation of 2H-indazoles was developed by using Eosin Y as the photocatalyst and recoverable ionic liquids as the solvents. A series of trifluoromethylated products were obtained in moderate to good yields in this protocol under mild conditions. The reaction proceeded via a free-radical mechanism with a broad substrate range, excellent regioselectivity, and good functional group tolerance. Furthermore, the utility of this protocol was demonstrated by the synthesis of a highly selective ligand for estrogen receptor beta (ERβ) and the drug granisetron. The protocol provides a mild and environmentally friendly solution for trifluoromethylation reaction.
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