Abstract
A convenient and mild one-pot method for the synthesis of iodoarenes in high yields by the sequential diazotization-iodination of aromatic amines with a reusable polymeric diazotization agent in the presence of p-toluenesulfonic acid at room temperature in water was developed. The method is general and is the greenest alternative of the known diazotization-iodination methods. The method is also effective for the preparation of 1H-benzo[d][1,2,3]triazole and benzo[d][1,2,3]thiadiazole.
| Original language | English |
|---|---|
| Pages (from-to) | 2154-2158 |
| Number of pages | 5 |
| Journal | Synthesis |
| Issue number | 13 |
| DOIs | |
| Publication status | Published - 2011 |
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Keywords
- amines
- diazotization
- halogenation
- heterocycles
- iodination
ASJC Scopus subject areas
- Organic Chemistry
- Catalysis
Cite this
A green procedure for the diazotization-iodination of aromatic amines under aqueous, strong-acid-free conditions. / Trusova, Marina E.; Krasnokutskaya, Elena A.; Postnikov, Pavel S.; Choi, Younghwa; Chi, Ki Whan; Filimonov, Victor D.
In: Synthesis, No. 13, 2011, p. 2154-2158.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - A green procedure for the diazotization-iodination of aromatic amines under aqueous, strong-acid-free conditions
AU - Trusova, Marina E.
AU - Krasnokutskaya, Elena A.
AU - Postnikov, Pavel S.
AU - Choi, Younghwa
AU - Chi, Ki Whan
AU - Filimonov, Victor D.
PY - 2011
Y1 - 2011
N2 - A convenient and mild one-pot method for the synthesis of iodoarenes in high yields by the sequential diazotization-iodination of aromatic amines with a reusable polymeric diazotization agent in the presence of p-toluenesulfonic acid at room temperature in water was developed. The method is general and is the greenest alternative of the known diazotization-iodination methods. The method is also effective for the preparation of 1H-benzo[d][1,2,3]triazole and benzo[d][1,2,3]thiadiazole.
AB - A convenient and mild one-pot method for the synthesis of iodoarenes in high yields by the sequential diazotization-iodination of aromatic amines with a reusable polymeric diazotization agent in the presence of p-toluenesulfonic acid at room temperature in water was developed. The method is general and is the greenest alternative of the known diazotization-iodination methods. The method is also effective for the preparation of 1H-benzo[d][1,2,3]triazole and benzo[d][1,2,3]thiadiazole.
KW - amines
KW - diazotization
KW - halogenation
KW - heterocycles
KW - iodination
UR - http://www.scopus.com/inward/record.url?scp=79959379432&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=79959379432&partnerID=8YFLogxK
U2 - 10.1055/s-0030-1260046
DO - 10.1055/s-0030-1260046
M3 - Article
AN - SCOPUS:79959379432
SP - 2154
EP - 2158
JO - Synthesis
JF - Synthesis
SN - 0039-7881
IS - 13
ER -