Synthesis of polyfluorinated 4-hydroxyquinolin-2(1H)-ones based on the cyclization of 2-alkynylanilines with carbon dioxide Full article
| Journal |
Journal of Fluorine Chemistry
ISSN: 0022-1139 |
||||||
|---|---|---|---|---|---|---|---|
| Output data | Year: 2021, Volume: 242, Article number : 109720, Pages count : DOI: 10.1016/j.jfluchem.2020.109720 | ||||||
| Tags | Polyfluorinated alkynylanilines; Polyfluorinated heterocycles; Carbon dioxide incorporation; Intermolecular heterocyclization reaction | ||||||
| Authors |
|
||||||
| Affiliations |
|
Abstract:
Convenient and efficient synthesis of polyfluorinated 4-hydroxyquinolin-2(1H)-ones from the corresponding oalkynylaniline derivatives and CO2 (1 atm), mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and AgNO3 in acetonitrile was performed. This synthetic methodology may be used to prepare fluorinated heterocycles containing peripheral alkynyl and amino groups but is not suitable for silylethynyl derivatives that give indoles as the main products. The reaction takes place under mild conditions (60 degrees C) and involves readily available starting materials that include cheap and renewable carbon dioxide.
Cite:
Politanskaya L.
, Tretyakov E.
, Xi C.
Synthesis of polyfluorinated 4-hydroxyquinolin-2(1H)-ones based on the cyclization of 2-alkynylanilines with carbon dioxide
Journal of Fluorine Chemistry. 2021. V.242. 109720 . DOI: 10.1016/j.jfluchem.2020.109720 WOS Scopus РИНЦ OpenAlex
Synthesis of polyfluorinated 4-hydroxyquinolin-2(1H)-ones based on the cyclization of 2-alkynylanilines with carbon dioxide
Journal of Fluorine Chemistry. 2021. V.242. 109720 . DOI: 10.1016/j.jfluchem.2020.109720 WOS Scopus РИНЦ OpenAlex
Dates:
| Published print: | Feb 1, 2021 |
Identifiers:
| Web of science: | WOS:000609574500015 |
| Scopus: | 2-s2.0-85099185842 |
| Elibrary: | 45016410 |
| OpenAlex: | W3115013338 |