Regioselective Copper-Catalyzed Dicarbonylation of Imidazo[1,2‑a]pyridines with N,N-Disubstituted Acetamide or Acetone: An Approach to 1,2-Diketones Using Molecular Oxygen

A novel copper-catalyzed regioselective double carbonylation of imidazo­[1,2-a]­pyridines with N,N-disubstituted acetamide or acetone using molecular oxygen has been described. It has provided a new approach to synthesize 1,2-carbonyl imidazo­[1,2-a]­pyridines, which are important substrates and int...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2015-12, Vol.80 (24), p.12725-12732
Hauptverfasser: Wang, Changcheng, Lei, Sai, Cao, Hua, Qiu, Shuxian, Liu, Jingyun, Deng, Hao, Yan, Caijuan
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A novel copper-catalyzed regioselective double carbonylation of imidazo­[1,2-a]­pyridines with N,N-disubstituted acetamide or acetone using molecular oxygen has been described. It has provided a new approach to synthesize 1,2-carbonyl imidazo­[1,2-a]­pyridines, which are important substrates and intermediates in preparation of fine chemicals. The product shares a skeleton similar to that of Zolpidem, one of the most prescribed drugs in the world. 18O-labeling experiments unambiguously established that the oxygen source of products originated from O2 rather than H2O.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.5b02417