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Fluorinated benzazoles and benzazines

“…In the case of 6-fluoro-7-halogeno-or 6,8-difluoro-7-halogenoquinolones, the displacement reaction proceeds selectively to form 7-substituted products [3,47,58]. Interaction of 5,6,7,8-tetrafluoroquinolones (cinnolones) with Nnucleophiles results in substitution of fluorine atoms at C-5 and/or at C-7 [49,59].…”

Fluorinated Benzazoles and Benzazines

“…can easily be substituted by the action of N-, S-, O-, and C-nucleophiles. Interaction of 5,6,7,8-tetrafluoroquinolones (cinnolones) with Nnucleophiles results in substitution of fluorine atoms at C-5 and/or at C-7 [49,59]. Interaction of 5,6,7,8-tetrafluoroquinolones (cinnolones) with Nnucleophiles results in substitution of fluorine atoms at C-5 and/or at C-7 [49,59].…”

Synthesis of Fluorine-Containing 2-(1-Aryl-4-oxo-1,4-dihydrocinnolin-3-yl)-2-oxoacetic Acids

“…We previously synthesized ethyl 2-(1-aryl-5,6,7,8tetrafluoro-4-oxo-1,4-dihydrocinnolin-3-yl)-2-oxoacetates and their numerous derivatives [3][4][5]. The goal of the present work was to obtain fluorine-containing 2-(1-aryl-4-oxo-1,4-dihydrocinnolin-3-yl)-2oxoacetic acids.…”

“…We recently found conditions ensuring selective replacement of fluorine atoms in ethyl 2-(1-aryl-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydrocinnolin-3-yl)-2oxoacetates and their 3-hetaryl-substituted analogs in reactions with morpholine [5]. When these reactions were performed in DMSO at room temperature, 7-monosubstituted products were mainly formed, while heating in boiling pyridine favored formation of 5,7-disubstituted derivatives.…”