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Updated: Jun 14, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Synthesis and application of a new fluorous-tagged ammonia equivalent
Simon D Nielsen1, Garrick Smith, Mikael Begtrup
1Department of Medicinal Chemistry, University of Copenhagen, Faculty of Pharmaceutical Sciences, 2100 Copenhagen (Denmark), Fax: (+45) 35336040.
Abstract:
A novel fluorous-tagged ammonia equivalent has been developed. It is based on a nitrogen-oxygen bond, which can be cleaved in a traceless manner by a molybdenum complex or samarium diiodide. The application in the synthesis of ureas, amides, sulfonamides, and carbamates is described. The scope of the fluorous N-O linker is exemplified by the synthesis of itopride, a drug used for the treatment of functional dyspepsia. Itopride was synthesized with the aid of fluorous purification methods and the product was isolated in good overall yield, with high purity.
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