An Improved Synthesis of Imidazo[4,5-b]pyridines and Imidazo[4,5-b]pyrazines by Palladium Catalyzed Amidation using Xantphos in a 1,4-Dioxane:tert-Amyl Alcohol Solvent System

An Improved Synthesis of Imidazo[4,5-b]pyridines and Imidazo[4,5-b]pyrazines by Palladium Catalyzed Amidation using Xantphos in a 1,4-Dioxane:tert-Amyl Alcohol Solvent System

Herein an improved protocol for the synthesis of imidazo[4,5‐b]pyridines and imidazo[4,5‐b]pyrazines using a palladium‐catalyzed amidation that utilizes Xantphos as an ancillary phosphine ligand is reported. The use of a binary solvent system comprised of 1,4‐dioxane and tert‐amyl alcohol was crucia...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Advanced synthesis & catalysis 2014-11, Vol.356 (16), p.3465-3470
Hauptverfasser: Rosenberg, Adam J., Ahmed, Ijaz, Wilson, Robert J., Williams, Theresa M., Kaminsky, Lauren, Clark, Daniel A.
Format: Artikel
Sprache:eng
Schlagworte:
Alcohols
Byproducts
Catalysis
Ligands
nitrogen heterocycles
P ligands
Palladium
Phosphines
Solvents
Synthesis
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Herein an improved protocol for the synthesis of imidazo[4,5‐b]pyridines and imidazo[4,5‐b]pyrazines using a palladium‐catalyzed amidation that utilizes Xantphos as an ancillary phosphine ligand is reported. The use of a binary solvent system comprised of 1,4‐dioxane and tert‐amyl alcohol was crucial in eliminating unwanted by‐products.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201400465