Photoredox/copper cocatalyzed domino cyclization of oxime esters with TMSCN: access to antifungal active tetrasubstituted pyrazines

A photoredox/copper cocatalyzed domino cyclization of oxime esters with TMSCN has been developed. A range of structurally novel tetrasubstituted pyrazines have been obtained. This method features high bond-forming efficiency, high step economy, broad substrate scope, and gram-scale synthesis. Moreov...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2022-06, Vol.58 (51), p.72-723
Hauptverfasser: Cao, Shujun, Yuan, Weidong, Li, Yun, Teng, Xinjie, Si, Huaxing, Chen, Rongshun, Zhu, Yingguang
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A photoredox/copper cocatalyzed domino cyclization of oxime esters with TMSCN has been developed. A range of structurally novel tetrasubstituted pyrazines have been obtained. This method features high bond-forming efficiency, high step economy, broad substrate scope, and gram-scale synthesis. Moreover, preliminary bioactivity evaluation of pyrazine products shows their promising antifungal activities. A dual photoredox/copper-catalyzed domino cyclization of oxime esters with TMSCN has been achieved. A range of structurally novel tetrasubstituted pyrazines have been constructed in good yields.
ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc02480b