A New, One-Step, Effective Protocol for the Iodination of Aromatic and Heterocyclic Compounds via Aprotic Diazotization of Amines

Elena A. Krasnokutskaya*, Nadya I. Semenischeva, Victor D. Filimonov, Paul Knochel

*Department of Organic Chemistry, Tomsk Polytechnic University, 634050 Tomsk, Russian Federation, Email: e_krasnokutskayamail.ru

E. A. Krasnokutskaya, N. I. Semenischeva, V. D. Filimonov, P. Knochel, Synthesis, 2007, 81-84.

DOI: 10.1055/s-2006-958936

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Abstract

A convenient and general one-step preparation of aromatic and some heterocyclic iodides in good yields includes a sequential diazotization-iodination of aromatic amines with KI, NaNO₂, and p-TsOH in acetonitrile at room temperature.

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Key Words

aromatic iodides, aromatic amines, diazotization, Sandmeyer-type reaction, potassium iodide, sodium nitrite

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ID: J66-Y2007-0080