G. N. Lipunova

Synthesis and photophysical properties of 2-styrylquinazolin-4-ones

Abstracttrans-2-Styryl-substituted 3H-, 3-phenyl-, and 3-naphthylquinazolin-4-ones and their 6,7-difluoro derivatives were synthesized by condensation of appropriate 2-methylquinazolin-4-ones with aromatic aldehydes or by the transformation of the heterocycle of 2-methyl-3,1-benzoxazin-4-one under the action of benzylidenephenylamines.

Fluorine-Containing Heterocycles: XIX.* Synthesis of Fluorine-Containing Quinazolin-4-ones from 3,1-Benzoxazin-4-ones

Reactions of fluorine-containing 3,1-benzoxazin-4-ones with ammonium acetate, hydrazine, and heteroaromatic amines gave new 3H-, 3-amino-, and 3-hetarylquinazolin-4-ones, respectively. Differences in the conditions of formation of benzoxazinones from anthranilic acids with different fluorination patterns and in the reactions of fluorinated 3,1-benzoxazinones with nitrogen-centered nucleophiles were revealed.

Synthesis of New Fluorinated Derivatives of Quinolinecarboxylic Acids

Ethyl esters of 1-(7-Z-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carbamoyl)-5-X-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acids (X = H, F; Z = pyrrolidino-, piperidino-, hexamethylenimino-, morpholino-, thiomorpholino-) have been synthesized by the interaction of quinolone-3-carboxylic acid hydrazides with ethyl esters of 3-ethoxy-2-(polyfluorobenzoyl)acrylic acid . It was shown possible to cyclize intramolecularly the esters obtained with the formation of 1,3,4-oxadiazino[6,5,4-i,j]quinoline derivatives.

Fluoroquinolones: Synthesis and Application

The data on 6-fluorо-1,4-dihydroquinolin-4-oxo-3-carboxylic acids and their structural analogues accumulated in the literature for the last 10–15 years are reviewed. Synthetic approaches to the quinolone system, as well as all kind of structural modifications by incorporating substituents into 1–8 positions or by means of annelation have been discussed. The “structure-activity” relationships for antibacterial fluoroquinolones, as well as the data on other types of biological activity for the family of bi- and polycyclic fluoroquinolones are presented. The formation of complexes of fluoroquinolones with metals and their applications have been considered. The bibliography – 377 references.

Fluorine-containing heterocycles: XVIII. Monofluoro derivatives of quinazolines and 1,3-benzothiazin-4-ones

Abstract5- and 7-Fluoro-substituted quinazolines and 1,3-benzothiazin-4-ones were synthesized starting from 2-amino-6-fluorobenzonitrile and mono- and difluoro-substituted benzoic acid derivatives. The reactivities of di- and tetrafluoro-substituted benzoyl chlorides and benzoyl isothiocyanates in cyclocondensations leading to fluorinated quinazolines and 1,3-benzothiazines were compared.

Synthesis, structure, and photoluminescence properties of Zn(II) complexes with 2-styryl derivatives of 8-hydroxyquinoline

Novel Zn(II) complexes with 2-styryl-8-hydroxyquinoline were synthesized and characterized by 1H, 19F, and 13C NMR spectroscopy and X-ray diffraction analysis. Photoluminescence properties of the ligands and complexes in solutions were studied. The effect of substituents in the quinoline and phenylethenyl fragments on spectral characteristics was discussed.

Synthesis, Structure, and Photochemical Properties of Hetarylaldehydes Benzimidazolyl-2-hydrazones

New benzimidazolyl-2-hydrazones of 2-furaldehyde, thiophene-2-carbaldehyde and pyridine-2-carbaldehyde were synthesized and their structure was studied by 1H NMR and X-ray analysis. Photochemical properties of these compounds and of benzothiazolyl-2-hydrazones of 2-furaldehyde, thiophene-2-carbaldehyde and pyridine-2-carbaldehyde in solutions were investigated. The process of phototransformation is determined by the nature of the aldehyde fragment of hydrazones.

Nickel(II) and iron(II) complexes with 1-(2(4)-chlorophenyl)benzothiazolylformazans

Novel nickel(II) and iron(II) complexes with 1-(2(4)-chlorophenyl)benzothiazolylformazans L and L’ of the general formulas ML2 and ML′2 were obtained. According to X-ray diffraction data, the coordination polyhedron MN6 is a distorted octahedron. This geometry of the coordination polyhedron is determined by the nature of the complexing metal.

Boron(III) Complexes with N,N’- and N,O-Heterocyclic Ligands: Synthesis and Spectroscopic Properties

Graphical Abstract This review is focused on consideration of effects of the nature of N,N’- and N,O-bidentate ligands on the structure and optical properties of their B(III) complexes. It has been established that B(III) complexes with asymmetric N,N’- and N,O-bidentate ligands, such as ortho-hydroxyphenyl substituted azaheterocycles and heteryl-β-ketoimines, exhibit large Stokes shifts, enhanced intensity, and extended range for luminescence in solutions as well as in solid state, comparable with characteristics of the family of BODIPYs derivatives. Complexes of some bidentate ligands can be considered as promising fluorophores for applications in biomedical imaging, electroluminescent, solar cell devices, and other fields.

Fluoroimidazoles and their Heteroannelated Derivatives: Synthesis and Properties (Review)

Published data on methods of synthesis, chemical properties, and biological activity of fluoroimidazoles and their heteroannelated derivatives are summarized and classified.