Facile, One-Pot Synthesis of Bicyclic 2-Pyridones from Acyl Isocyanates, N-Phenylmaleimide and Trimethylsilyldiazomethane

Facile, One-Pot Synthesis of Bicyclic 2-Pyridones from Acyl Isocyanates, N-Phenylmaleimide and Trimethylsilyldiazomethane

ABSTRACT The hetero-Diels-Alder reaction of 2-substituted 4-tri­methylsiloxyoxazoles, prepared in situ from trimethylsilyldiazo­methane and acyl isocyanates, with N-phenylmaleimide followed by treatment with a catalytic amount of 10-camphorsulfonic acid efficiently gave bicyclic 2-pyridones in a one...

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Veröffentlicht in:Synthesis (Stuttgart) 2005-08, Vol.2005 (13), p.2147-2150
Hauptverfasser: Hari, Yoshiyuki, Iguchi, Tomoe, Aoyama, Toyohiko
Format: Artikel
Sprache:eng
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Zusammenfassung:ABSTRACT The hetero-Diels-Alder reaction of 2-substituted 4-tri­methylsiloxyoxazoles, prepared in situ from trimethylsilyldiazo­methane and acyl isocyanates, with N-phenylmaleimide followed by treatment with a catalytic amount of 10-camphorsulfonic acid efficiently gave bicyclic 2-pyridones in a one-pot process.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2005-870002