Acid-Catalyzed [4+2] Cycloaddition Reaction of 2-(Alk-2-enyl)amino-3-(N-arylimino)methyl-4-oxo-4H-pyrido[1,2-a]pyrimidines

Acid-Catalyzed [4+2] Cycloaddition Reaction of 2-(Alk-2-enyl)amino-3-(N-arylimino)methyl-4-oxo-4H-pyrido[1,2-a]pyrimidines

The N-arylimines of 2-(alk-2-enyl)amino-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde undergo the intramolecular [4+2] cycloaddition reaction under Lewis acid-catalyzed conditions to afford diastereomeric tetraazapentaphene derivatives. The diastereoselectivity as well as the scope and limitations...

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Veröffentlicht in:Bulletin of the Chemical Society of Japan 1997-09, Vol.70 (9), p.2201-2207
Hauptverfasser: Noguchi, Michihiko, Mizukoshi, Takashi, Nishimura, Shigeki
Format: Artikel
Sprache:eng
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Zusammenfassung:The N-arylimines of 2-(alk-2-enyl)amino-4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carbaldehyde undergo the intramolecular [4+2] cycloaddition reaction under Lewis acid-catalyzed conditions to afford diastereomeric tetraazapentaphene derivatives. The diastereoselectivity as well as the scope and limitations of the cycloaddition reactions is discussed.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.70.2201