1-Vinylpyrrole-2-carbaldehyde oximes: synthesis, isomerization, and spectral properties

The reaction of 1-vinylpyrrole-2-carbaldehydes with hydroxylamine hydrochloride in pyridine or ethanol in the presence of NaHCO 3 or NaOAc affords previously unknown 1-vinylpyrrole-2-carbaldehyde oximes in 95–99% yields. Isomerization of oximes from ( E ) to ( Z ) in the presence of strong acids and...

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Veröffentlicht in:Monatshefte für Chemie 2009-12, Vol.140 (12), p.1475-1480
Hauptverfasser: Vasil’tsov, Alexander M., Zhang, Kai, Ivanov, Andrei V., Ushakov, Igor A., Afonin, Andrei V., Petrushenko, Konstantin B., Li, Shayu, Ma, Jin Shi, Mikhaleva, Al’bina I., Trofimov, Boris A., Yang, Guoqiang
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Sprache:eng
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Zusammenfassung:The reaction of 1-vinylpyrrole-2-carbaldehydes with hydroxylamine hydrochloride in pyridine or ethanol in the presence of NaHCO 3 or NaOAc affords previously unknown 1-vinylpyrrole-2-carbaldehyde oximes in 95–99% yields. Isomerization of oximes from ( E ) to ( Z ) in the presence of strong acids and the spectral characteristics of the isomers were studied. Graphical Abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-009-0200-0