152565-99-6Relevant articles and documents
Synthesis of 1-Azabicyclonona-3,6-diene Derivatives by a Modified Prins Reaction
Csuzdi, Emese,Ling, Istvan,Abraham, Gizella,Pallagi, Istvan,Solyom, Sandor
, p. 347 - 354 (2007/10/02)
Intramolecular electrophilic cyclization reactions were performed with 1-(3-oxo-3-phenylpropyl)-1,2,5,6-tetrahydropyridine derivatives 1a-p in strong acids to give 4,6-diphenyl-substituted 1-azabicyclononadienes 2a-p.Some qualitative observations were made on substituents and reaction conditions influencing the ring closure reaction.Naphthyl-substituted starting compounds 3a, b were converted into pentacyclic compounds 4a, b which represent a new ring system, suggesting the occurrence of a carbenium ion intermediate in the ring closure reaction.Some of the compounds 2a-p show remarkable antifungal and antibacterial effects. - Key Words: Prins reactions / Carbenium ions / 1-Azabicyclononadienes / Isogranatanines / Antifungal agents / Antibacterial agents