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Full regio- and stereoselective protocol for the synthesis of new nicotinoids via cycloaddition processes with the participation of trans-substituted nitroethenes: comprehensive experimental and MEDT study
Authors:
- Jowita Kras,
- Przemysław Woliński,
- Roman Nagatsky,
- Oleg M. Demchuk,
- Radomir Jasiński
Abstract
[3 + 2] Cycloaddition reactions with the participation of Z-C-(3-pyridyl)-N-methylnitrone and series of E-2-R-nitroethenes were both experimentally and theoretically explored in the framework of Molecular Electron Density Theory. It was found that all considered processes are realized under mild conditions and in full regio- and stereocontrol. The ELF analysis additionally showed that the studied reaction proceeds by a two-stage, one-step mechanism.
- Record ID
- CUT0cb1fd50efad42378e1dc991dca277d9
- Publication categories
- ;
- Author
- Journal series
- Molecules, ISSN , e-ISSN 1420-3049, Biweekly
- Issue year
- 2023
- Vol
- 28
- No
- 8
- Pages
- [1-11]
- Article number
- 3535
- Other elements of collation
- rys.; schem.; tab.; Bibliografia (na s.) - 9-11; Bibliografia (liczba pozycji) - 48; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 28, Iss. 8
- Substantive notes
- This article belongs to the Special Issue Synthesis of Heterocyclic Compounds via Cycloadditions: Applications in Medicinal Chemistry
- Keywords in English
- cycloaddition, nicotinoids, nitroalkenes, nitrones
- ASJC Classification
- DOI
- DOI:10.3390/molecules28083535 Opening in a new tab
- URL
- https://www.mdpi.com/1420-3049/28/8/3535 Opening in a new tab
- Language
- eng (en) English
- License
- Score (nominal)
- 140
- Score source
- journalList
- Score
- Publication indicators
- Additional fields
- Indeksowana w: Web of Science, Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUT0cb1fd50efad42378e1dc991dca277d9/
- URN
urn:pkr-prod:CUT0cb1fd50efad42378e1dc991dca277d9
* presented citation count is obtained through Internet information analysis, and it is close to the number calculated by the Publish or PerishOpening in a new tab system.