Reactivity of olefin functions of dicyclopentadiene in the Diels-Alder reaction with thionylaniline

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Abstract

The sulfonamide with a benzothiazine moiety was synthesized by a Diels-Alder reaction of thionylaniline with dicyclopentadiene. The prepared adduct was oxidized to the appropriate sulfonamide with a benzothiazine moiety. The molecular and crystal structure of the sulfonamide obtained was determined by the single crystal X-ray diffraction analysis. A higher reactivity of the the olefin function of the norbornene fragment was found; and the formation of two structural isomers was revealed.

About the authors

E. K Ilyushkina

I. Kant Baltic Federal University

Ya. V. Veremeychik

I. Kant Baltic Federal University

Email: verem_yana@mail.ru

O. A Lodochnikova

A. E. Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”;A. M. Butlerov Institute of Chemistry, Kazan Federal (Volga Region) University

V. V Plemenkov

A. M. Butlerov Institute of Chemistry, Kazan Federal (Volga Region) University

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