CYCLIZATION OF THE MOLECULAR IONS OF <i>N</i>-[2-(CYCLOPENT-1-EN-1-YL)PHENYL]ARYLAMIDES UPON ELECTRON IMPACT

Authors

  • Е. Г. Галкин Institute of Organic Chemistry, Ufa Science Center, Russian Academy of Sciences
  • А. С. Ерастов Institute of Organic Chemistry, Ufa Science Center, Russian Academy of Sciences
  • Е. М. Вырыпаев Institute of Organic Chemistry, Ufa Science Center, Russian Academy of Sciences
  • И. И. Фурлей Institute of Organic Chemistry, Ufa Science Center, Russian Academy of Sciences
  • И. Б. Абдрахманов Institute of Organic Chemistry, Ufa Science Center, Russian Academy of Sciences
  • Ш. М. Салихов Institute of Organic Chemistry, Ufa Science Center, Russian Academy of Sciences
  • С. А. Красько Ufa State Petroleum Technology University

DOI:

https://doi.org/10.1007/793

Keywords:

2-arylspiro[3, 1-benzoxazine-4, 1'-cyclopentanes], N-[2-(cyclopent-1-en-1-yl)phenyl]arylamides, electron impact mass spectrometry, isomerization processes in molecular ions

Abstract

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.

Authors: E. G. Galkin, A. S. Erastov, E. M. Vyrypaev, I. I. Furlei, I. B. Abdrakhmanov, Sh. M. Salikhov, and S. A. Kras'ko.

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (7), pp 1082-1086

http://link.springer.com/article/10.1007/s10593-013-1346-6

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Published

2013-07-02

Issue

No. 7 (2013)

Section

Original Papers