A5047797685- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Synthesis and Biological Evaluation
- Catalytic C–H Functionalization Methods
- Synthesis and Catalytic Reactions
- Synthesis and bioactivity of alkaloids
- Synthesis and Reactivity of Heterocycles
- Synthesis and Reactions of Organic Compounds
- Chemical Reaction Mechanisms
- Synthesis of Indole Derivatives
- Chemical synthesis and alkaloids
- Quinazolinone synthesis and applications
- Synthesis and pharmacology of benzodiazepine derivatives
- Synthesis and Characterization of Pyrroles
- Cancer therapeutics and mechanisms
- Synthesis and biological activity
- Cyclopropane Reaction Mechanisms
- Synthesis of heterocyclic compounds
- Asymmetric Synthesis and Catalysis
- Fluorine in Organic Chemistry
- Crystallography and molecular interactions
- Phenothiazines and Benzothiazines Synthesis and Activities
- Sulfur-Based Synthesis Techniques
- Click Chemistry and Applications
- Chemical Synthesis and Reactions
North-Caucasus Federal University
2016-2025
The chemistry of heterocyclic compounds has traditionally been and remains a bright area chemical science in Russia. This is due to the fact that many heterocycles find widest application. These are key structural fragments most drugs, plant protection agents. Many natural also derivatives heterocycles. At present, more than half hundreds millions known collective review devoted achievements Russian chemists this field over last 15–20 years. presents leading heterocyclists representing both...
PPA-activated nitroalkanes are employed in the design of a one-pot cascade transformation involving<italic>ortho</italic>-C–H functionalization, by Beckman rearrangement, and condensation to produce benzoxazoles benzobisoxazoles directly from phenols.
An acid-assisted [4 + 1]-cycloaddition of indoles with nitrostyrenes affords 4′H-spiro[indole-3,5′-isoxazoles] in a diastereomerically pure form. Several these spirocyclic molecules exhibit promising anticancer activity by reducing viability and inducing differentiation neuroblastoma cells.
Indolo[3,2-c]quinolones have been efficiently synthesized via an acid-mediated, one-pot, three-component condensation of arylhydrazines, o-aminoacetophenones, and triazines or nitriles. The synthetic application this method is showcased by the concise synthesis isocryptolepine alkaloid a series its analogues with demonstrated cancer cell antiproliferative activities.
A novel method employing a tandem Cadogan and Arbuzov reaction sequence has been developed, providing access to series of previously unreported dimethyl (Z)-((3-oxoindolin-2-ylidene)(aryl)methyl)phosphonates. Restricted rotation the aryl substituent, particularly in presence ortho substituents, gives axial chirality these compounds.
An improved one-pot three-component synthesis involving electrophilically activated nitroalkanes allowed for efficient preparation of indoloquinolines with potent anticancer activities.
Heterocycles prepared via [3 + 2]-cycloaddition of pyridinium ylides to 1-chloro-2-nitrostyrenes were evaluated as microtubule-targeting anticancer agents potent against BE(2)-C neuroblastoma cells.
Unusual cascade transformation involving ring opening and 1,2-alkyl shift was observed upon the reduction of 4′H-spiro[indole-3,5′-isoxazoles] or 2-(3-oxoindolin-2-yl)acetonitriles with sodium borohydride. This reaction allowed for expeditious highly efficient preparation 2-(1H-Indol-3-yl)acetamides antiproliferative properties.
Base-assisted transformations of 2-(3-oxoindolin-2-yl)acetonitriles were investigated. Unexpectedly, attempted reactions substrates possessing nonprotected nitrogen atoms accompanied by unusual extrusions 2-arylacetonitriles, followed a 1,2-aryl shift to afford 3-hydroxyindolin-2-ones. On the other hand, for N-alkyl derivatives oxoindolines took expected route only providing 1,2,3,3a,4,8b-hexahydropyrrolo[3,2-b]indoles.
The Friedel–Crafts reaction of novel 3,5-diarylsubstituted 5-hydroxy-1,5-dihydro-2H-pyrrol-2-ones was used for low cost, one-pot preparation polycyclic indole derivatives structurally similar to Ergot alkaloids.
Synthesis of symmetric diarylamines <italic>via</italic> a twofold intermolecular electrophilic C–H functionalization electron-rich arenes by umpolung-activated nitroalkane in polyphosphoric acid is demonstrated.
A novel synthetic route to the indoloquinoline core of alkaloid isocryptolepine involving an unprecedented PPA-mediated reaction 2-(2-aminophenyl)indenes with nitroalkenes is discovered.
Recently discovered reactivity of nitrostyrenes in phosphorous acid to facilitate the diastereoselective [4 + 1]-cycloaddition indoles combination with unusual oxazoline ring cleavage and subsequent 1,2-alkyl shift afforded stereochemically defined 2-(3-oxoindolin-2-yl)-2-arylacetonitriles as sole products.
An original, facile, and highly efficient method for the preparation of 2-(3-oxoindolin-2-ylidene)acetonitriles from ortho-nitrochalcones is described. The featured transformation a triggered Michael addition cyanide anion to chalcone followed by cascade cyclization mechanistically related Baeyer-Drewson reaction.
A reaction of nitroalkanes with heterocycles possessing a 2-hydrazinylpyridine moiety leading to triazole-fused polyheterocyclic systems neuroblastoma differentiation activity was discovered.
The synthesis of novel, highly functionalized 5-hydroxy 3-pyrrolin-2-ones via a two-step procedure involving an addition reaction between KCN and corresponding chalcones, followed by ring condensation the obtained β-cyano ketones with het(aryl)aldehydes under basic conditions is described. This protocol enables preparation various 3,5-di-aryl/heteroaryl-4-benzyl substituted α,β-unsaturated γ-hydroxy butyrolactams, which are subjects significant interest to synthetic organic medicinal chemistry.
Electrophilically activated nitroalkanes play a dual role in the novel reaction with diaminoperimidines, promoting their oxidative <italic>peri</italic>-annulation to access tetraazapyrenes.
Several highly efficient one-pot synthetic protocols were developed, enabling polyphosphoric acid-activated nitroalkanes to act as electrophiles in reactions with aminonapthalenes.