A5088835925- Organic and Inorganic Chemical Reactions
- Crystallization and Solubility Studies
- Sulfur-Based Synthesis Techniques
- X-ray Diffraction in Crystallography
- Synthesis of heterocyclic compounds
- Chemical Reaction Mechanisms
- Synthesis and Catalytic Reactions
- Synthesis and Reactivity of Sulfur-Containing Compounds
- Chemical synthesis and pharmacological studies
- Mass Spectrometry Techniques and Applications
- Analytical Chemistry and Chromatography
- Quinazolinone synthesis and applications
- Metabolomics and Mass Spectrometry Studies
- Fluorine in Organic Chemistry
- Synthesis and Characterization of Heterocyclic Compounds
- Phenothiazines and Benzothiazines Synthesis and Activities
- Synthesis and biological activity
- Chemical synthesis and alkaloids
- Organic Chemistry Cycloaddition Reactions
- Computational Drug Discovery Methods
- Chemical Synthesis and Reactions
- Plant biochemistry and biosynthesis
- Enzyme function and inhibition
Taras Shevchenko National University of Kyiv
2015-2025
Max Planck Institute for Polymer Research
2022-2025
Enamine (Ukraine)
2017-2022
Herein, we report an efficient strategy for the synthesis of C5-functionalized 1-(hetero)aryl-1,2-thiazine 1-oxides (in other words six-membered endocyclic sulfoximines) based on CSIC reaction. The starting compounds are readily available 2,2-disubstituted 3-bromopropanenitriles and imino(methyl)(hetero/aryl)-λ6-sulfanones. reaction can be performed in a one-pot fashion. method worked well provided previously unreported spirocyclic S-heteroaryl substituted 1,2-thiazine 1-oxides. These were...
A strategy for the construction of spiro[cycloalkane-1,3′-1′λ<sup>6</sup>-isothiazolidine]-1′,1′,4′-triones through sulfonylation 1-aminocyclopropane- and 1-aminocyclobutanecarboxylates with methanesulfonyl chloride followed by alkylation methyl iodide subsequent cyclization in presence potassium <i>tert</i>-butoxide <i>N</i>,<i>N</i>-dimethylformamide is reported. An efficient synthesis starting 1-aminocyclobutanecarboxylic acids was developed. The reaction dimethyl acetal (DMFDMA) gives...
Herein we describe the reaction of 2-methyl-2-(methylamino)propanenitrile and 1-(methylamino)cyclobutane-1-carbonitrile with α-functionalized sulfonyl chlorides reactivity resulting β-enamino γ-sultams. The nature substituent or functional group in α-position has a decisive impact on In particular, α-unsubstituted γ-sultams those possessing either electron-donating substituents phenyl are prepared through two-step procedure prone to acid-mediated hydrolysis. Contrary that, strong...
Abstract Herein we describe the reaction of cyanohydrins with α‐functionalized sulfonyl chlorides and discuss reactivity target β‐enamino γ‐sultones. Depending on electron‐withdrawing activity α‐functionality given either accomplished in one‐pot manner (tandem sulfonylation–CSIC reaction) affording γ‐sultones (α‐functionality=CO 2 Me, CN, p ‐C 6 H 4 ‐CO Me) or resulted sulfonylated cyanohydrins, which can be converted into through t‐ BuOK‐mediated CSIC (α‐functionality=Ph). The nature...
Abstract Herein, we report the novel strategy for synthesis of 4-enamino-5-phenyl-2,3-dihydroisothiazole 1-oxides (in other words α-phenyl β-enamino γ-sultims) based on CSIC reaction. Particularly, readily available α-amino nitriles (the Strecker products) reacted with benzyl sulfinyl chloride to give corresponding sulfinamides, which upon treatment excess LiHMDS converted into target γ-sultims. The method works well and tolerates strained 3- 4-membered spirocyclic substituents. A...
Herein we present short and cost-effective synthesis of alkyl isothiazolidine-1,1-dioxide 3-carboxylates starting from commercially available α-amino acid ester hydrochlorides. These compounds were designed as sulfonamide-containing bioisosteres known pharmacological template – pyroglutamic (pGlu). Specifically, hydrochlorides sulfonylated with (2-chloroethyl)sulfonyl chloride providing in one-pot manner the corresponding 2-((vinylsulfonyl)amino)carboxylates. The obtained vinyl sulfonamides...
We report an economical and readily scalable synthesis of 1,1,6-trimethyl-1,2-dihydronaphthalene-5,7,8-D3 (TDN-D3), a novel deuterium-labeled specimen for stable isotope dilution assay. TDN-D3 was obtained in four simple steps with 25% overall yield >99% chemical purity, starting from commercially available inexpensive reagents. The described method does not require additional purification procedures (e.g. HPLC or even column chromatography), the complete can be performed three part-time...
Розроблено ефективний та простий у виконанні метод синтезу N-метил 3-алкіл-ізотіазолідин-1,1- діоксо-3-метилкарбоксилатів. Як вихідні реагенти використовуються легкодоступні гідрохлориди естерів 2-монозаміщених α-амінокислот β-хлоретилсульфонілхлорид. Отримані на першій стадії метил 2-алкіл-2-(вінілсульфамідо)етаноати алкілуються за атомом нітрогену і перетворюються 2-алкіл-2-(N-метилвінілсульфамідо)етаноати, які в умовах NaH-опосередкованої внутрішньомолекулярної реакції Міхаеля...
Abstract The reaction of β‐keto sulfones and sulfonamides bearing an unsubstituted α‐methylene unit with (diethylamino)sulfur trifluoride (DAST) morpholinosulfur (morphDAST) led to α‐fluoro‐α‐(dialkylamino)thio‐β‐keto (sulfonamides). For the α‐methyl substituent, C α −C β bond cleavage was observed upon DAST reagents, resulting in formation (α‐fluoro‐α‐(dialkylamino)thio)ethyl sulfonamides. structure products confirmed by X‐ray diffraction study, mechanistic insights process have been presented.