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Comparative mass spectrometric behavior of o-hydroxynitroso derivatives of the quinoline, isoquinoline, and coumarin series

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Benzo-substituted ortho-hydroxynitrosoquinoline and isoquinoline are found in the gas phase predominantly as the hydroxyimino-ortho-quinoid tautomeric form and under electron bombardment they do not undergo a second order Beckmann rearrangement. Molecular ions of 4-hydroxy-3-nitrosocarbostyryls and coumarin have almost exclusively the structure of the corresponding 2,4-dioxo-3-hydroxyiminohetarene; they also do not undergo rearrangement and decompose predominantly by retrodiene cleavage.

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Authors and Affiliations

  1. Z. Yanushkyavichyus Scientific Research Institute for the Physiology and Pathology of the Cardiovascular System, 233007, Kaunas, Lithuania

    A. P. Stankyavichyus, P. B. Terent'ev & O. A. Solov'ev

  2. M. V. Lomonosov State University, 11723, Moscow

    A. P. Stankyavichyus, P. B. Terent'ev & O. A. Solov'ev

Authors
  1. A. P. Stankyavichyus
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  2. P. B. Terent'ev
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  3. O. A. Solov'ev
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1243–1247, September, 1989.

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Stankyavichyus, A.P., Terent'ev, P.B. & Solov'ev, O.A. Comparative mass spectrometric behavior of o-hydroxynitroso derivatives of the quinoline, isoquinoline, and coumarin series. Chem Heterocycl Compd 25, 1041–1045 (1989). https://doi.org/10.1007/BF00487306

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  • DOI: https://doi.org/10.1007/BF00487306

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