DMSO as a dual carbon synthon in one-pot tandem synthesis of -alkylated quinazolinones from anthranilamides and acetophenones
A new, efficient, metal-free, and DMSO-assisted approach for the synthesis of N -alkylated quinazolinones from readily available 2-aminobenzamide and aryl methyl ketones in the presence of an oxidizing agent has been developed. In this unique tandem reaction, DMSO played a dual role, acting as a sol...
Gespeichert in:
Veröffentlicht in: | New journal of chemistry 2022-08, Vol.46 (34), p.16289-16296 |
---|---|
Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | A new, efficient, metal-free, and DMSO-assisted approach for the synthesis of
N
-alkylated quinazolinones from readily available 2-aminobenzamide and aryl methyl ketones in the presence of an oxidizing agent has been developed. In this unique tandem reaction, DMSO played a dual role, acting as a solvent as well as a dual carbon synthon, making this process an environmentally benign approach to accessing medicinally prevalent
N
-alkylated quinazolinones. The DMSO-assisted
in situ
generation of an iminium cation and α,-unsaturated ketones from 2-aminobenzamide and aryl methyl ketones, respectively, is the key feature involved in this method.
DMSO-assisted approach for the synthesis of
N
-alkylated quinazolinones from readily available 2-aminobenzamide and aryl methyl ketones has been developed. DMSO played a dual role, acting as a solvent as well as a dual carbon synthon, making this process an environmentally benign approach. |
---|---|
ISSN: | 1144-0546 1369-9261 |
DOI: | 10.1039/d2nj01428a |