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Updated: Jun 11, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Improved arene fluorination methodology for I(III) salts.
Bijia Wang1, Linlin Qin, Kiel D Neumann
1Department of Chemistry and Nebraska Center for Materials and Nanoscience, University of Nebraska, Lincoln, Nebraska 68588-0304, USA.
Improved yields of fluorinated arenes are achieved using diaryliodonium salts with low polarity aromatic solvents or by removing inorganic salts. This method is suitable for radiotracer synthesis conditions.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Diaryliodonium salts are precursors for arene functionalization.
- Efficient synthesis of fluorinated arenes is crucial for various applications.
Purpose of the Study:
- To improve the yield of fluorinated arenes synthesized from diaryliodonium salts.
- To adapt the methodology for radiotracer synthesis.
Main Methods:
- Utilizing low polarity aromatic solvents such as benzene or toluene.
- Implementing the removal of inorganic salts during the reaction.
- Evaluating the scalability to radiotracer synthesis conditions.
Main Results:
- Dramatically improved yields of fluorinated arenes were observed.
- The optimized conditions are compatible with small-scale synthesis.
Conclusions:
- Low polarity aromatic solvents and/or salt removal significantly enhance fluorinated arene synthesis from diaryliodonium salts.
- The developed method is practical for radiotracer production.
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