Skeletal Reorganization Emanated via the Course of Heterocyclic N1–N2 Bond Cleavage: Electrosynthetic Approach

A unified method toward the synthesis of functionalized diazepines and quinazolines through reorganization of the molecular skeleton has been devised. The process is indulged by electrical energy via a domino N1–N2 bond cleavage followed by concomitant ring closing, initiating from cinnolines and in...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2024-11, Vol.89 (21), p.15686-15693
Hauptverfasser: Islam, Saiful, Das, Dwaipayan, Mandal, Rahul Dev, Dhara, Samiran, Das, Asish R
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A unified method toward the synthesis of functionalized diazepines and quinazolines through reorganization of the molecular skeleton has been devised. The process is indulged by electrical energy via a domino N1–N2 bond cleavage followed by concomitant ring closing, initiating from cinnolines and indazoles as designed precursors. Additionally, an intermolecular ring homologation has also been established to synthesize densely functionalized dihydroquinazolines from 2,3-diaryl-indazoles and acetonitrile involving the same electrochemical strategy.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c01820