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Updated: Jun 5, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Synthesis of Ngai Reagent and Longer Carbon Chain Variants for Perfluoroalkoxylations
Koki Kawai1, Sota Ikawa1, Naoyuki Hoshiya2
1Department of Nanopharmaceutical Sciences, and Department of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
Abstract:
We present a straightforward method for the synthesis of Ngai trifluoromethoxy reagent and longer carbon chain variants, thereby expanding the range of options for perfluoroalkoxylation reactions. Utilizing cost-effective sodium perfluoroalkane sulfinates (RfSO2Na) and N-hydroxylamines, we achieved efficient oxidative cross-coupling reactions facilitated by cerium(IV) ammonium nitrate (CAN) without the need for transition-metal catalysts. The methodology proved effective not only for the synthesis of Ngai-type radical perfluoroalkoxylation reagents but also Qing-type nucleophilic perfluoroalkoxylation reagents.
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