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Mass spectra of new substituted 2-amino-4H-pyrans: a retro-Diels-Alder reaction pattern

Lucas, Ana de ; Fernández-Gadea, Javier ; Martin, Nazario ; Martínez, Roberto ; Seoane, Carlos

Rapid communications in mass spectrometry, 2000-01, Vol.14 (19), p.1783-1786 [Periódico revisado por pares]

Chichester, UK: John Wiley & Sons, Ltd

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  • Título:
    Mass spectra of new substituted 2-amino-4H-pyrans: a retro-Diels-Alder reaction pattern
  • Autor: Lucas, Ana de ; Fernández-Gadea, Javier ; Martin, Nazario ; Martínez, Roberto ; Seoane, Carlos
  • Assuntos: Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Piperazines - chemistry ; Pyrans - chemistry ; Spectroscopy, Fourier Transform Infrared
  • É parte de: Rapid communications in mass spectrometry, 2000-01, Vol.14 (19), p.1783-1786
  • Notas: Dedicated to Prof. J. L. Soto C'amara on the occasion of his 70th birthday
    Janssen Cilag S.A.
    DGESIC, Spain - No. PB98-0803
    istex:3B359766F6AB01BD0C9550CD8D9206AFDB61CEAB
    ark:/67375/WNG-H3HQDQQF-Q
    ArticleID:RCM92
    ObjectType-Article-1
    SourceType-Scholarly Journals-1
    ObjectType-Feature-2
    content type line 23
  • Descrição: New substituted 2‐amino‐3‐cyano‐4H‐pyrans have been studied by electron ionization (EI), chemical ionization (CI) and electrospray ionization (ESI) mass spectrometry. The retro‐Diels‐Alder reaction (RDA) is the main fragmentation pattern observed in the EI spectra forming an unsaturated ketone as the diene fragment. In contrast, a different RDA reaction takes place yielding an unsaturated amide as diene fragment together with the unsaturated ketone in the CI spectra. The MS/MS spectra obtained using an ESI source reveal that the favoured fragmentation by collision induced dissociation (CID) is the elimination of the substituent at the C4 position with formation of a stable pyrilium cation. Copyright © 2000 John Wiley & Sons, Ltd.
  • Editor: Chichester, UK: John Wiley & Sons, Ltd
  • Idioma: Inglês
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