Isomerization of thioamidomethylpyridine ylides and isoquinoline ylides under electron impact

A. T. Lebedev, T. Yu Samguina, E. V. Predein, V. A. Bakoulev, N. Tretyakova, J. R. Hass

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

The electron impact and collision-induced dissociation spectra of 2-(2-carbethoxy-1-imino-1-methylthio)-ethylene isoquinoline ylide(I), 2-(2-cyano-1-phenylamino-1-methylthio)-ethylene pyridine ylide (2), 2-(2-carboethoxy-1-amino-1-thio)-ethylene pyridine ylide (3), 2-(2-carboethoxy-1-amino-1-thio)-ethylene isoquinoline ylide (4) and 2-(1-N-phenylamide-1-cyano)-ethylene pyridine ylide (5) were studied. The molecular ions of compounds 1-4 were shown to undergo cyclization to the corresponding heterocyclic compounds, analogous to the reaction of compound I in solution. Proposed fragmentation schemes are presented based on tandem mass spectrometry and high resolution mass spectrometry data.

Original languageEnglish (US)
Pages (from-to)217-223
Number of pages7
JournalEuropean Journal of Mass Spectrometry
Volume3
Issue number3
StatePublished - Dec 1 1997

Keywords

  • Collision-induced dissociation
  • Electron impact
  • Intramolecular cyclization
  • Isomerization
  • Isoquinolines
  • Pyridines
  • Ylides

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