Unusually Stable, Versatile, and Pure Arenediazonium Tosylates: Their Preparation, Structures, and Synthetic Applicability
Victor D. Filimonov*, Marina Trusova, Pavel Postnikov, Elena A. Krasnokutskaya, Young Min Lee, Ho Yun Hwang, Hyunuk Kim and Ki-Whan Chi
*Department of Organic Chemistry, Tomsk Polytechnic
University, Tomsk 634050 Russia, Email: filimonov
tpu.ru
V. D. Filimonov, M. Trusova, P. Postnikov, E. A. Krasnokutskaya, Y. M. Lee, H. Y. Hwang, H. Kim, K.-W. Chi, Org. Lett., 2008, 10, 3961-3964.
DOI: 10.1021/ol8013528
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Abstract
A new, simple, and effective method for the diazotization of a wide range of arylamines using a polymer-supported diazotization agent in the presence of p-toluenesulfonic acid gives various pure arenediazonium tosylates with unusual high stabilities. As a result, these salts are useful and versatile substrates for subsequent transformations, such as halogenation and Heck-type reactions.
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A Simple and Effective Synthesis of Aryl Azides via Arenediazonium Tosylates
K. V. Kutonova, M. E. Trusova, P. S. Postnikov, V. D. Filimonov, J. Parello, Synthesis, 2013, 45, 2706-2710.
V. D. Filimonov, N. I. Semenischeva, E. A. Krasnokutskaya, A. N. Tretyakov, H. Y. Hwang, K.-W. Chi, Synthesis, 2008, 185-187.
Key Words
Diazotization, Arenediazonium Salts, Sandmeyer Reaction
ID: J54-Y2008-2530
