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.
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.
see article for more examples
aromatic iodides, aromatic amines, diazotization, Sandmeyer-type reaction, potassium iodide, sodium nitrite