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 |
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Keywords
- Aromatic amines
- Cation-exchange resin
- Diazotization
- Iodoarenes
- Potassium iodide
- Sodium nitrite
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Cite this
Sulfonic acid based cation-exchange resin : A novel proton source for one-pot diazotization-iodination of aromatic amines in water. / Filimonov, Victor D.; Semenischeva, Nadya I.; Krasnokutskaya, Elena A.; Tretyakov, Alexei N.; Ho, Yun Hwang; Chi, Ki Whan.
In: Synthesis, No. 2, 17.01.2008, p. 185-187.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Sulfonic acid based cation-exchange resin
T2 - A novel proton source for one-pot diazotization-iodination of aromatic amines in water
AU - Filimonov, Victor D.
AU - Semenischeva, Nadya I.
AU - Krasnokutskaya, Elena A.
AU - Tretyakov, Alexei N.
AU - Ho, Yun Hwang
AU - Chi, Ki Whan
PY - 2008/1/17
Y1 - 2008/1/17
N2 - 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.
AB - 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.
KW - Aromatic amines
KW - Cation-exchange resin
KW - Diazotization
KW - Iodoarenes
KW - Potassium iodide
KW - Sodium nitrite
UR - http://www.scopus.com/inward/record.url?scp=38849118349&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=38849118349&partnerID=8YFLogxK
U2 - 10.1055/s-2007-990950
DO - 10.1055/s-2007-990950
M3 - Article
AN - SCOPUS:38849118349
SP - 185
EP - 187
JO - Synthesis
JF - Synthesis
SN - 0039-7881
IS - 2
ER -