Green, one-pot synthesis of 1,2-oxazine-type herbicides via non-catalyzed Hetero Diels-Alder reactions comprising (2E)-3-aryl-2-nitroprop-2-enenitriles
Authors:
- Przemysław Woliński,
- Agnieszka Kącka-Zych,
- Barbara Mirosław,
- Ewelina Wielgus,
- Aleksandra Olszewska,
- Radomir Jasiński
Abstract
In the framework of this paper we describe a new, green procedure for the synthesis of a series of 1,2-oxazine N-oxide moieties via Hetero Diels-Alder (HDA) reaction with the participation of (2E)-3-aryl-2-nitroprop-2-ene-nitriles. For the contrast of most known HDA reactions, the described process is realized without presence of Lewis acid-type catalyst as well as under mild conditions, with full atomic economy and selectivity. Additionally, we established, that the reaction process can be characterized with Molecular Electron Density Theory (MEDT).
- Record ID
- CUT79ee08c1700c437ca967c81e04cf0656
- Publication categories
- ;
- Author
- Journal series
- Journal of Cleaner Production, ISSN 0959-6526, e-ISSN 1879-1786
- Issue year
- 2022
- Vol
- 356
- Pages
- [1-12]
- Article number
- 131878
- Other elements of collation
- rys.; schem.; tab.; wykr.; Bibliografia (na s.) - 10-12; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 356
- Substantive notes
- Supplementary data to this article can be found online at https://doi. org/10.1016/j.jclepro.2022.131878
- Keywords in English
- herbicides, hetero diels-alder reaction, green synthesis, density functional theory, molecular electron density theory
- ASJC Classification
- ; ; ;
- DOI
- DOI:10.1016/j.jclepro.2022.131878 Opening in a new tab
- URL
- https://www.sciencedirect.com/science/article/pii/S0959652622014883 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/CUT79ee08c1700c437ca967c81e04cf0656/
- URN
urn:pkr-prod:CUT79ee08c1700c437ca967c81e04cf0656
* 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.