Synthetic approaches to 2-aryl/hetaryl- and 2-(hetaryl)ylidene derivatives of fluorinated 1,3-benzothiazin-4-ones

Abstract

A series of 2-hetaryl- and 2-(hetaryl)ylidene substituted 5-fluoro-8-nitro-1,3-benzothiazin-4-ones was synthesized by interaction of 2,6-difluoro-3-nitrobenzoylisothiocyanate with C-nucleophiles. Cyclocondensation of polyfluorobenzoylchlorides with aryl and hetaryl thioamides represents new approach to 1,3-benzothiazin-4-ones. Some compounds proved to be promising for further development of tuberculostatic agents.

Keywords

• 1,3-benzothiazin-4-ones
• 2-fluorobenzoylchloride
• 2-fluorobenzoyl-isothiocyanate
• indole
• pyrrole
• cyanomethylbenzimidazole
• benzoylmethylbenzimidazole
• thioamide
• cyclocondensation
• tuberculostatics