The synthesis of nitrogen heterocycles via the intramolecular Khand reaction: formation of tetra- and hexa-hydrocyclopenta[c]pyrrol-5(1H)-ones and hexahydro-6H-2-pyrindin-6-ones

1990/01/01 by Scott W. Brown, Peter L. Pauson · 2 citations
Chemistry · #Synthesis and Characterization of Pyrroles #Chemical synthesis and alkaloids #Asymmetric Synthesis and Catalysis #HEXA #Tetra #Chemistry #Intramolecular force #Nitrogen #Medicinal chemistry #Stereochemistry #Organic chemistry

paper · doi:10.1039/p19900001205

openalex publication_date 1990/01/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/28

Abstract

Azabicyclo[3.3.0]octenones and azabicyclo[4.3.0]nonenones have been obtained by cyclisation of hexacarbonyldicobalt complexes of aza-heptenynes and -octenynes respectively. An unusual feature of the cyclisation of N-acyl-4-azahept-1-en-6-ynes is the extensive formation of the reduced products, N-acyl-3-azabicyclo[3.3.0]octan-7-ones under most reaction conditions.

Citations

• A simple organocobalt mediated synthesis of substituted 3-oxabicyclo[3.3.0]oct-6-en-7-ones

Cited by

• Advances in the cobalt-catalysed Pauson-Khand reaction: Development of a sulfide-promoted, microwave-assisted protocol
• Pauson–Khand reaction [wikipedia]