Abstract
We have developed a convenient one-step preparation of aromatic and some heterocyclic iodides by the sequential diazotization-iodination of the aromatic amines with a KI/NaNO2/p-TsOH system in acetonitrile at room temperature. This method has general character and allows aryl iodides with either donor or acceptor substituents in various positions to be obtained from the corresponding amines in 50-90% yield.
| Original language | English |
|---|---|
| Pages (from-to) | 81-84 |
| Number of pages | 4 |
| Journal | Synthesis |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - 4 Jan 2007 |
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Keywords
- Aromatic amines
- Aromatic iodides
- Diazotization
- Potassium iodide
- Sodium nitrite
ASJC Scopus subject areas
- Organic Chemistry
Cite this
A new, one-step, effective protocol for the iodination of aromatic and heterocyclic compounds via aprotic diazotization of amines. / Krasnokutskaya, Elena A.; Semenischeva, Nadya I.; Filimonov, Victor D.; Knochel, Paul.
In: Synthesis, No. 1, 04.01.2007, p. 81-84.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - A new, one-step, effective protocol for the iodination of aromatic and heterocyclic compounds via aprotic diazotization of amines
AU - Krasnokutskaya, Elena A.
AU - Semenischeva, Nadya I.
AU - Filimonov, Victor D.
AU - Knochel, Paul
PY - 2007/1/4
Y1 - 2007/1/4
N2 - We have developed a convenient one-step preparation of aromatic and some heterocyclic iodides by the sequential diazotization-iodination of the aromatic amines with a KI/NaNO2/p-TsOH system in acetonitrile at room temperature. This method has general character and allows aryl iodides with either donor or acceptor substituents in various positions to be obtained from the corresponding amines in 50-90% yield.
AB - We have developed a convenient one-step preparation of aromatic and some heterocyclic iodides by the sequential diazotization-iodination of the aromatic amines with a KI/NaNO2/p-TsOH system in acetonitrile at room temperature. This method has general character and allows aryl iodides with either donor or acceptor substituents in various positions to be obtained from the corresponding amines in 50-90% yield.
KW - Aromatic amines
KW - Aromatic iodides
KW - Diazotization
KW - Potassium iodide
KW - Sodium nitrite
UR - http://www.scopus.com/inward/record.url?scp=33947495398&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33947495398&partnerID=8YFLogxK
U2 - 10.1055/s-2006-958936
DO - 10.1055/s-2006-958936
M3 - Article
AN - SCOPUS:33947495398
SP - 81
EP - 84
JO - Synthesis
JF - Synthesis
SN - 0039-7881
IS - 1
ER -