Palladium(II)-Catalyzed Synthesis of the Formylcarbazole Alkaloids Murrayaline A-C, 7-Methoxymukonal, and 7-Methoxy-O-methylmukonal

We describe the synthesis of the naturally occurring 2,7‐dioxygenated formylcarbazole alkaloids 7‐methoxymukonal, 7‐methoxy‐O‐methylmukonal, and the murrayalines A–C. The carbazole framework was constructed by a Buchwald–Hartwig amination and a subsequent palladium(II)‐catalyzed oxidative cyclizatio...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:European journal of organic chemistry 2014-07, Vol.2014 (19), p.4014-4028
Hauptverfasser: Hesse, Ronny, Krahl, Micha P., Jäger, Anne, Kataeva, Olga, Schmidt, Arndt W., Knölker, Hans-Joachim
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:We describe the synthesis of the naturally occurring 2,7‐dioxygenated formylcarbazole alkaloids 7‐methoxymukonal, 7‐methoxy‐O‐methylmukonal, and the murrayalines A–C. The carbazole framework was constructed by a Buchwald–Hartwig amination and a subsequent palladium(II)‐catalyzed oxidative cyclization. We describe the synthesis of the naturally occurring 2,7‐dioxygenated formylcarbazole alkaloids 7‐methoxymukonal, 7‐methoxy‐O‐methylmukonal, and the murrayalines A–C. The carbazole framework was constructed by a Buchwald–Hartwig amination and a subsequent palladium(II)‐catalyzed oxidative cyclization.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201402201