Ru3(CO)12-Catalyzed C−H/CO/Olefin Coupling of N-Pyridylindolines. Direct Carbonylation at a C−H Bond δ to the Pyridine Nitrogen
The reaction of N-pyridylindolines with CO and ethylene in the presence of Ru3(CO)12 results in direct carbonylation at a C−H bond δ to the pyridine sp2 nitrogen, which represents a new type of C−H/CO/olefin coupling. The presence of a pyridine ring as a directing group on the substrates is essentia...
Gespeichert in:
Veröffentlicht in: | Journal of organic chemistry 2002-10, Vol.67 (21), p.7557-7560 |
---|---|
Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | The reaction of N-pyridylindolines with CO and ethylene in the presence of Ru3(CO)12 results in direct carbonylation at a C−H bond δ to the pyridine sp2 nitrogen, which represents a new type of C−H/CO/olefin coupling. The presence of a pyridine ring as a directing group on the substrates is essential for the reaction to proceed. The choice of N,N-dimethylacetamide (DMA) as the solvent is crucial for the reaction to proceed efficiently. |
---|---|
ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo0259865 |