Synthesis of benzothiazine sulfonamides via heteroatomic Diels–Alder reaction of para-fluoro-N-sulfinylaniline with bicyclo[2.2.1]heptenes

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• 作者：Ya. V. Veremeichik ; D. N. Shurpik…
• 关键词：Diels–Alder reaction ; fluoro ; N ; sulfinylaniline ; sulfonamides ; bicyclo[2.2.1]heptene
• 刊名：Russian Journal of General Chemistry
• 出版年：2016
• 出版时间：February 2016
• 年：2016
• 卷：86
• 期：2
• 页码：296-299
• 全文大小：256 KB
• 参考文献：1.Mashkovskii, M.D., Lekarstvennye sredstva (Drugs), Moscow: Novaya Volna, 2005, vol. 2, p. 323.
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  6.Veremeichik, Ya.V., Merabov, P.V., Lodochnikova, O.A., Krivolapov, D.B., Litvinov, I.A., Spirikhin, L.V., Lobov, A.N., and Plemenkov, V.V., Russ. J. Gen. Chem., 2012, vol. 82, no. 8, p. 1416. DOI: 10.1134/S1070363212080130.CrossRef
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• 作者单位：Ya. V. Veremeichik (1)
  D. N. Shurpik (2)
  O. A. Lodochnikova (3)
  V. V. Plemenkov (1)
  
  1. Immanuel Kant Baltic Federal University, Kaliningrad, Russia
  2. Kazan (Volga) Federal University, Kazan, Tatarstan, Russia
  3. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088, Russia
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Chemistry
  Russian Library of Science
  
• 出版者：MAIK Nauka/Interperiodica distributed exclusively by Springer Science+Business Media LLC.
• ISSN：1608-3350

文摘

Reaction of 4-fluoro-N-sulfinylaniline with norbornene and norbornadiene has afforded the Diels–Alder adducts of benzothiazine structure that have been oxidized into the corresponding benzothiazine sulfonamides. Structure of the obtained compounds and stereochemistry of the diene addition and epoxidation of norbornene olefin bonds have established by means of X-ray diffraction method.