Pavlo Volodimirovich Melnychuk

@bpci.kiev.ua

Institute of Bioorganic Chemistry and Petrochemistry V.P. Kukhar



              

https://researchid.co/pavlomelnychuk

EDUCATION

Taras Shevchenko National University of Kyiv - Bachelor's degree, Chemistry - Sep 2015 - Jun 2019
Taras Shevchenko National University of Kyiv - Master's degree, Natural Sciences, Chemistry - Sep 2019 - May 2021
Grade: Chemist. Junior researcher (chemistry). Teacher of higher education

RESEARCH INTERESTS

Synthetic organic chemistry

2

Scopus Publications

Scopus Publications

  • Synthesis of 3-Borylated Pyrrolidines by 1,3-Dipolar Cycloaddition of Alkenyl Boronates and Azomethine Ylide
    Oleksandr S. Liashuk, Ihor A. Ryzhov, Oleksandr V. Hryshchuk, Bohdan V. Vashchenko, Pavlo V. Melnychuk, Yulian M. Volovenko, and Oleksandr O. Grygorenko
    Wiley
    A scalable and efficient process for the preparation of 3-borylated pyrrolidines via the 1,3-dipolar cycloaddition of in situ generated N-benzyl azomethine ylide was developed. The optimized method included the use of LiF in DMSO at 110 °C and was suitable for α-mono-, α,β-di-, and α,β,β-trialkyl-, β,β-(hetera)cycloalkylidene-, CO₂Et-, as well as most β-(het)aryl-substituted alkenyl boropinacola-tes. The 1,3-dipolar reaction proceeded on multigram scale providing 3-borylated pyrrolidines with diverse substitution patterns (including fused and spirocyclic ones) in a diastereoselective manner. The Pd(OH)₂-mediated N-debenzylation of pyrrolidine hydrochlorides was successfully performed to give the corresponding bifunctional building blocks on up to 130 g scale, thus providing a substantial expansion of the synthetic and medicinal chemist's toolbox. Other reactions included the preparation of trifluoroborates, the Zweifel - Aggarwal sp³- sp² coupling, and oxidative deborylation as an example of C - heteroatom bond formation.

  • Bicyclic Pyrrolidines for Medicinal Chemistry via [3 + 2]-Cycloaddition
    Vladimir I. Savych, Vladimir L. Mykhalchuk, Pavlo V. Melnychuk, Andrii O. Isakov, Taras Savchuk, Vadim M. Timoshenko, Sergiy A. Siry, Sergiy O. Pavlenko, Dmytro V. Kovalenko, Oleksandr V. Hryshchuk,et al.
    American Chemical Society (ACS)
    A general approach to bicyclic fused pyrrolidines via [3 + 2]-cycloaddition between nonstabilized azomethyne ylide and endocyclic electron-deficient alkenes was elaborated. "Push-pull" alkenes and CF3-alkenes did not react with the azomethyne ylide under the previously reported conditions, and we developed a superior protocol (LiF, 140 °C, no solvent). Among obtained products were medchem-relevant bicyclic sulfones, monofluoro-, difluoro-, and trifluoromethyl-substituted pyrrolidines. This approach not only allowed preparation of novel molecules but also significantly simplified synthesis of the existing ones (e.g., sofinicline).

RECENT SCHOLAR PUBLICATIONS

    INDUSTRY EXPERIENCE

    Enamine Ltd. Apr 2016 - Present