Email this article Synthesis of cyclic sulfonamides by reaction of N-sulfinyl-3-(trifluoromethyl)aniline with norbornenes
- Authors: Veremeichik Y.V.1, Shurpik D.N.2, Lodochnikova O.A.3, Plemenkov V.V.1
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Affiliations:
- Immanuel Kant Baltic Federal University
- Butlerov Institute of Chemistry
- Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center
- Issue: Vol 52, No 1 (2016)
- Pages: 92-95
- Section: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/213542
- DOI: https://doi.org/10.1134/S1070428016010176
- ID: 213542
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Abstract
N-Sulfinyl-3-(trifluoromethyl)aniline reacted with bicyclo[2.2.1]hept-2-ene and bicyclo[2.2.1]-hepta-2,5-diene to give the corresponding Diels‒Alder adducts which were oxidized to 8-trifluoromethyl-2,3,4,4a,6,10b-hexahydro-5λ6-1,4-methanodibenzo[c,e][1,2]thiazine-5,5(1H)-diones. The cycloaddition occurred predominantly with participation of the S=N–C1=C6 fragment of N-sulfinyl-3-(trifluoromethyl)aniline and exclusively at the endo side of bicyclo[2.2.1]heptenes.
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About the authors
Ya. V. Veremeichik
Immanuel Kant Baltic Federal University
Author for correspondence.
Email: plem-kant@yandex.ru
Russian Federation, ul. Universitetskaya 2, Kaliningrad, 236040
D. N. Shurpik
Butlerov Institute of Chemistry
Email: plem-kant@yandex.ru
Russian Federation, Kremlevskaya ul. 18, Kazan, 420088
O. A. Lodochnikova
Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center
Email: plem-kant@yandex.ru
Russian Federation, ul. Arbuzova 8, Kazan, 420088
V. V. Plemenkov
Immanuel Kant Baltic Federal University
Email: plem-kant@yandex.ru
Russian Federation, ul. Universitetskaya 2, Kaliningrad, 236040
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