Abstract
A convenient and simple one-pot method for the preparation of iodoarenes at room temperature has been developed, by sequential diazotization-iodination of aromatic amines with NaNO2/KI in the presence of a sulfonic acid based cation-exchange resin in water. This inexpensive, noncorrosive and eco-friendly synthetic route is general in nature and allows for the preparation of iodoarenes with an electron-donating or -withdrawing group in various positions from the corresponding amines in 50-98% yields.
| Original language | English |
|---|---|
| Pages (from-to) | 185-187 |
| Number of pages | 3 |
| Journal | Synthesis |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - 17 Jan 2008 |
Keywords
- Aromatic amines
- Cation-exchange resin
- Diazotization
- Iodoarenes
- Potassium iodide
- Sodium nitrite
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
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Filimonov, V. D., Semenischeva, N. I., Krasnokutskaya, E. A., Tretyakov, A. N., Ho, Y. H., & Chi, K. W. (2008). Sulfonic acid based cation-exchange resin: A novel proton source for one-pot diazotization-iodination of aromatic amines in water. Synthesis, (2), 185-187. https://doi.org/10.1055/s-2007-990950