Synthesis of Fluorine-Containing 2-Pyrrolyl- and 2-Indolyl-Substituted 1,3-Benzothiazin-4-ones


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Abstract

New 2-(1-methyl-1H-pyrrol-2-yl)- and 2-(1-methyl-1H-indol-3-yl)-5-fluoro- and -6,7,8-trifluoro-1,3-benzothiazin-4-ones have been synthesized in high yields by reaction of o-fluorobenzoyl isothiocyanates with C-nucleophilic 1-methyl-1H-pyrrole and 1-methyl-1H-indole, followed by base-catalyzed cyclization. The products were characterized by 1H, 13C, and 19F NMR and mass spectra and X-ray diffraction data.

About the authors

E. V. Nosova

Postovskii Institute of Organic Synthesis, Ural Branch; Ural Federal University

Author for correspondence.
Email: emily74@rambler.ru
Russian Federation, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620990; ul. Mira 19, Yekaterinburg, 620002

A. D. Poteeva

Ural Federal University

Email: emily74@rambler.ru
Russian Federation, ul. Mira 19, Yekaterinburg, 620002

G. N. Lipunova

Postovskii Institute of Organic Synthesis, Ural Branch

Email: emily74@rambler.ru
Russian Federation, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620990

P. A. Slepukhin

Postovskii Institute of Organic Synthesis, Ural Branch; Ural Federal University

Email: emily74@rambler.ru
Russian Federation, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620990; ul. Mira 19, Yekaterinburg, 620002

V. N. Charushin

Postovskii Institute of Organic Synthesis, Ural Branch; Ural Federal University

Email: emily74@rambler.ru
Russian Federation, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620990; ul. Mira 19, Yekaterinburg, 620002

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