N -Acyliminium ion chemistry and palladium catalysis: a useful combination to obtain bicyclic heterocycles

作者: Willem F.J. Karstens , Dirk Klomp , Floris P.J.T. Rutjes , Henk Hiemstra

DOI: 10.1016/S0040-4020(01)00364-7

关键词: AlleneAllyl halidesChemistryMoietyIonPalladiumBicyclic moleculeOxazoloneOrganic chemistryCatalysis

摘要: Abstract By using N-acyliminium ion chemistry, several ω-propadienyllactams and a propadienyloxazolidine were prepared from precursors propargylsilanes. Treatment of these allene containing lactams oxazolidinone with allyl halides or an carbonate Pd(II)-salts as the catalyst gave rise to coupling–cyclization reaction, yielding bicyclic systems in which moiety is incorporated. With this methodology substituted pyrrolizinones, oxazolone indolizinone prepared.

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