INTRAMOLECULAR CYCLIZATION OF <i>N</i>-[2-(CYCLOPEN-1-EN-1-YL)PHENYL]BENZAMIDE USING DEUTERIUM CHLORIDE

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
  • Ш. М. Салихов 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
  • Р. Р. Зарипов Institute of Organic Chemistry, Ufa Science Center, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/794

Keywords:

2-arylspiro[3, 1-benzoxazine-4, 1'-cyclopentanes], N-[2-(cyclopent-1-en-yl)phenyl]benzamides, deuterium chloride, electron impact mass spectrometry, intramolecular cyclization, ionic mass fragmentography, NMR spectroscopy

Abstract

The arrangement of N-[2-(cyclopent-1-en-1-yl)phenyl]benzamide to give 2-phenylarylspiro[3,1-benzoxazine-4,1'-cyclopentane] was carried out in the presence of DCl. Analysis of the electron impact mass spectra of this benzoxazine and its deuterated analogs showed initial formation of a monodeuterated product. The contributions of polydeuterated benzoxazines increase as the reaction progresses.

Authors: E. G. Galkin, A. S. Erastov, E. M. Vyrypaev, I. I. Furlei, Sh. M. Salikhov, I. B. Abdrakhmanov, and R. R. Zaripov.

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (7), pp 1087-1091

http://link.springer.com/article/10.1007/s10593-013-1347-5

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Published

2013-07-02

Issue

No. 7 (2013)

Section

Original Papers