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Untersuchungen von Reaktionsmechanismen durch Isotopenmarkierung, IX Zum Ringverengungsmechanismus von 1,4-Benzthiazin-2,3-4H-dion

Mechanistic investigations with the aid of isotopic labeling, IX. Mechanism of the ring contraction reaction of 1,4-benzthiazin-2,3-4H-dione

  • Organische Chemie Und Biochemie
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Abstract

By14C-labeling it is shown that the ring contraction reaction of 1,4-benzothiazin-2,3-4H-dione (1), leading via benzthiazol-2-carbonic acid (2) finally to benzthiazole (3), proceeds via hydrolytic opening of the thiolactone-bond in1, irrespectively of H+ or OH− catalysis.

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Authors and Affiliations

  1. Institut für Organische Chemie, Abteilung für Isotopentechnik, Karl-Franzens-Universität, A-8010, Graz, Österreich

    Gert Kollenz & Peter Seidler

Authors
  1. Gert Kollenz
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  2. Peter Seidler
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Kollenz, G., Seidler, P. Untersuchungen von Reaktionsmechanismen durch Isotopenmarkierung, IX Zum Ringverengungsmechanismus von 1,4-Benzthiazin-2,3-4H-dion. Monatsh Chem 115, 623–628 (1984). https://doi.org/10.1007/BF00799171

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  • DOI: https://doi.org/10.1007/BF00799171

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