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Synthesis 2007(1): 81-84
DOI: 10.1055/s-2006-958936
DOI: 10.1055/s-2006-958936
PAPER
© Georg Thieme Verlag Stuttgart · New York
A New, One-Step, Effective Protocol for the Iodination of Aromatic and Heterocyclic Compounds via Aprotic Diazotization of Amines
Further Information
Received
23 June 2006
Publication Date:
12 December 2006 (online)
Publication History
Publication Date:
12 December 2006 (online)
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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.
Key words
aromatic iodides - aromatic amines - diazotization - potassium iodide - sodium nitrite
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