Polar [3+2] cycloaddition between N-methyl azomethine ylide and trans-3,3,3-trichloro-1-nitroprop-1-ene
Authors:
- Magdalena Żmigrodzka,
- Mikołaj Sadowski,
- Jowita Kras,
- Ewa Dresler,
- Oleg M. Demchuk,
- Karolina Kula
Abstract
Pyrrolidines are important heterocyclic organic compounds which show biological effects. Many of them are successfully used in medicine. These compounds can also be applied in industry, for example as dyes or agrochemical substances. Therefore, the study of pyrrolidines chemistry is important for modern science. In this paper the pyrrolidines synthesis in [3+2] cycloaddition between N-methyl azomethine ylide and trans-3,3,3-trichloro-1-nitroprop-1-ene was studied. The reaction was carried out experimentally and based on computational research. The obtained results show the reaction may be of a polar nature, and proceed under mild conditions leading to (3SR,4RS)-1-methyl-3-nitro-4-(trichloromethyl)pyrrolidine as a single reaction product. Probably, a similar protocol can be applied for analogous reactions involving other 2-substituted nitroethene analogues.
- Record ID
- CUT9d9877f32947474ca5851831d0092d1d
- Publication categories
- ;
- Author
- Journal series
- Scientiae Radices, ISSN 2956-4808
- Issue year
- 2022
- Vol
- 1
- No
- 1
- Pages
- 26-35
- Other elements of collation
- rys.; schem.; tab.; Bibliografia (na s.) - 32-35; Bibliografia (liczba pozycji) - 25; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 1, Iss. 1
- Keywords in English
- [3+2] cycloaddition, nitroalkenes, ylides
- DOI
- DOI:10.58332/v22i1a02 Opening in a new tab
- URL
- https://sci-rad.com/2022v01i01a02/ Opening in a new tab
- Language
- eng (en) English
- License
- Score (nominal)
- 5
- Score source
- journalList
- Score
- Publication indicators
- = 30
- Citation count
- 30
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUT9d9877f32947474ca5851831d0092d1d/
- URN
urn:pkr-prod:CUT9d9877f32947474ca5851831d0092d1d
* 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.