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.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1160-1165, July, 2013.
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Galkin, E.G., Erastov, A.S., Vyrypaev, E.M. et al. Cyclization of the Molecular Ions of N-[2-(Cyclopent-1-en-1-yl)phenyl]arylamides upon Electron Impact. Chem Heterocycl Comp 49, 1082–1086 (2013). https://doi.org/10.1007/s10593-013-1346-6
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DOI: https://doi.org/10.1007/s10593-013-1346-6