One-Pot Synthesis of Aryl(TMP)iodonium Triflate Salts

Aryl(TMP)iodonium triflates are potentially useful reagents for metal-free arylation reactions. However, current syntheses require anion exchange reactions from the corresponding tosylate salts, which require additional time, materials and cost. Herein, we describe a direct, one-pot method to synthesize aryl(TMP)iodonium triflates by using triflic acid as one of the reagents; >20 examples are described in yields ranging between 55-90%. Additionally, we provide a comparison of solubility of aryl(TMP)iodonium salts in common organic solvents.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-08-08
DOI
https://doi.org/10.1021/acs.joc.5c00976
Citations
1
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
0.94

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article

One-Pot Synthesis of Aryl(TMP)iodonium Triflate Salts

Joseph Hatton, David R. Stuart, Soocheta Jha, Nikhil Bonagiri
1 citations
The Journal of Organic Chemistry
Oxidative Organic Chemistry Reactions
0.94
article

One-Pot Synthesis of Aryl(TMP)iodonium Triflate Salts

Joseph Hatton, David R. Stuart, Soocheta Jha, Nikhil Bonagiri
article en
1 citations

Abstract

Aryl(TMP)iodonium triflates are potentially useful reagents for metal-free arylation reactions. However, current syntheses require anion exchange reactions from the corresponding tosylate salts, which require additional time, materials and cost. Herein, we describe a direct, one-pot method to synthesize aryl(TMP)iodonium triflates by using triflic acid as one of the reagents; >20 examples are described in yields ranging between 55-90%. Additionally, we provide a comparison of solubility of aryl(TMP)iodonium salts in common organic solvents.

The Journal of Organic ChemistryVol. 90(33)
Portland State University (US)
National Science Foundation
Openalex Percentile: Top 23%
Oxidative Organic Chemistry Reactions
0.94
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