Fluorinated azines and benzazines containing oxygen or sulfur atoms

Synthesis of some novel oxazolopyranoquinolinones from 3-amino-4‐hydroxypyrano[3,2-c]quinolindione

“…15 Recently, the synthesis of fluoroquinolones has become of increasing interest since the quinoline skeleton is present in many chemotherapeutic agents. [16][17][18] These findings prompted us to explore the combination of an oxazole nucleus and fluorine atom within the pyranoquinolinone moiety in one molecular framework. In continuation of our research focused on the chemistry of pyrano [3,2-c]quinolinedione derivatives, 19,20 we now disclose the preparation of a new synthetically valuable 3-aminopyranoquinolone derivative in order to obtain a novel series of pyranoquinolinones incorporating an oxazole and/or fluorophenyloxazole at face c. We hope that these new compounds will have useful biological activities.…”

Synthesis of 2-Fluoro-1,4-benzoxazines and 2-Fluoro-1,4-benzoxazepin-5-ones by Exploring the Nucleophilic Vinylic Substitution (SNV) Reaction of gem-Difluoroenamides

“…Therefore, in the pharmaceutical industry, there is a great interest in the synthesis of fluorinated compounds, with a profound focus on heterocyclic compounds . Although benzoxazines and benzoxazepines containing a CF 3 group have already been synthesized, examples of compounds carrying the fluorine substituent directly attached to the heterocyclic ring are barely known . Only one example of a 2-fluoro-1,4-benzoxazine derivative was found in the literature .…”

A comparison of the C‒H bond dissociation enthalpies of sulfur-containing fused heterocyclic compounds to the C‒H bond dissociation enthalpies in other heterocycles

“…[1][2][3] For example, Tang et al [4] studied arylation reaction by breaking the C−H bond of benzo [b]thiophene derivatives in the catalytic system of heterogeneous Pd/C and CuCl, Cs 2 CO 3 . Liger et al investigated the bromination of 3-cyanobenzo [b]thiophene and prepared the halogeno-derivatives.…”