Reactions of 1,1-diaryl-2-isopropylidene-3-methylenecyclopropanes with C,N-diarylnitrones and nitrile oxides

The reactions of unactivated bis(methylene)cyclopropanes with nitrones and nitrile oxides have been investigated. The 1,1-diaryl-2-isopropylidene-3-methylenecyclopropanes react with the C,N-diarylnitrones to give a mixture of 2,2-dimethyl-1,6-diaryl-3-(diarylmethylene)piperidin-4-ones and 5-methyl-1...

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Veröffentlicht in:	Tetrahedron letters 2012-07, Vol.53 (27), p.3411-3415
Hauptverfasser:	Stepakov, Alexander V., Larina, Anna G., Boitsov, Vitaly M., Molchanov, Alexander P., Gurzhiy, Vladislav V., Starova, Galina L.
Format:	Artikel
Sprache:	eng
Schlagworte:	2,3-Dihydro-3-methylenepyridin-4(1H)-ones,1,3-dipolar cycloaddition 2-Isopropylidene-3-methylenecyclopropanes 3-Methylenepiperidin-4-ones Nitrile oxides Nitriles Nitrones Oxides Tetrahedrons
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Zusammenfassung:	The reactions of unactivated bis(methylene)cyclopropanes with nitrones and nitrile oxides have been investigated. The 1,1-diaryl-2-isopropylidene-3-methylenecyclopropanes react with the C,N-diarylnitrones to give a mixture of 2,2-dimethyl-1,6-diaryl-3-(diarylmethylene)piperidin-4-ones and 5-methyl-1-aryl-1-(arylamino)-4-(diarylmethylene)hex-5-en-3-ones. 2,3-Dihydro-3-methylenepyridin-4(1H)-ones are obtained by reaction of 1,1-diaryl-2-isopropylidene-3-methylenecyclopropanes with nitrile oxides.
ISSN:	0040-4039 1873-3581
DOI:	10.1016/j.tetlet.2012.03.093