Synthesis of 6-Arylpyridin-3-ols by Oxidative Rearrangement of (5-Arylfurfuryl)amines

The synthesis of 6‐arylpyridin‐3‐ols and their 2,4‐dibrominated analogues has been achieved by the oxidative rearrangement of (5‐arylfurfuryl)amines. The desired arylpyridols were obtained in good to high yields, and the reactions were shown to be suitable for preparation on a gram scale. A new stra...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:European journal of organic chemistry 2016-06, Vol.2016 (18), p.3051-3055
Hauptverfasser: Fürst, Michael C. D., Sauer, Caroline S., Moriyama, Takaaki, Kamimura, Akio, Heinrich, Markus R.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The synthesis of 6‐arylpyridin‐3‐ols and their 2,4‐dibrominated analogues has been achieved by the oxidative rearrangement of (5‐arylfurfuryl)amines. The desired arylpyridols were obtained in good to high yields, and the reactions were shown to be suitable for preparation on a gram scale. A new straightforward access to 6‐arylpyridin‐3‐ols and their 2,4‐dibrominated analogues has been developed. Key to the successful oxidative rearrangement of readily available (5‐arylfurfuryl)amines are accurately defined reaction conditions, which include bromine as oxidant.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201600377