Ruthenium-catalyzed cycloisomerization-6pi-cyclization: a novel route to pyridines.

Abstract

[reaction: see text] Herein we report a method for the synthesis of substituted pyridines. The unsaturated ketones and aldehydes derived from the cycloisomerization of primary and secondary propargyl diynols in the presence of [CpRu(CH3CN)3]PF6 (1) are converted to 1-azatrienes which in turn undergo a subsequent electrocyclization-dehydration to provide pyridines with excellent regiocontrol.

• Authors: Barry M Trost, Alicia C Gutierrez
• Journal: Organic letters (Org Lett) Vol. 9 Issue 8 Pg. 1473-6 (Apr 12 2007) ISSN: 1523-7060 [Print] United States
• PMID: 17362020 (Publication Type: Journal Article, Research Support, N.I.H., Extramural)

Chemical References

• Alkynes
• Propanols
• Pyridines
• Water
• Ruthenium
• propargyl alcohol

Topics

• Alkynes (chemistry)
• Catalysis
• Cyclization
• Isomerism
• Molecular Structure
• Propanols (chemistry)
• Pyridines (chemical synthesis, chemistry)
• Ruthenium (chemistry)
• Water (chemistry)