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Cyclization of the Molecular Ions of N-[2-(Cyclopent-1-en-1-yl)phenyl]arylamides upon Electron Impact

Analysis of the electron impact mass spectra, collision-induced dissociation spectra, and high-resolution mass spectrometry data of N -[2-(cyclopent-1-en-1-yl)phenyl]arylamides and isomeric 2-arylspiro[3,1-benzoxazine-4,1'-cyclopentanes] indicated that only a small portion of the molecular ions...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2013-10, Vol.49 (7), p.1082-1086
Main Authors: Galkin, E. G., Erastov, A. S., Vyrypaev, E. M., Furlei, I. I., Abdrakhmanov, I. B., Salikhov, Sh. M., Kras’ko, S. A.
Format: Article
Language:English
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Summary:Analysis of the electron impact mass spectra, collision-induced dissociation spectra, and high-resolution mass spectrometry data of N -[2-(cyclopent-1-en-1-yl)phenyl]arylamides and isomeric 2-arylspiro[3,1-benzoxazine-4,1'-cyclopentanes] indicated that only a small portion of the molecular ions of the arylamides undergo cyclization to give the corresponding substituted 3,1-benzoxazines prior fragmentation. The donor-acceptor properties of the benzene ring substituents affect the efficiency of cyclization of the molecular ions.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-013-1346-6