Überraschende Umlagerungen eines 1,2,5,7-Benzothiatriazonins

Authors

  • Marlise Schläpfer-Dähler Organisch-chemisches Institut der Universität Zürich, Winterthurerstrasse 190, CH-8057 Zürich
  • Jost H. Bieri Organisch-chemisches Institut der Universität Zürich, Winterthurerstrasse 190, CH-8057 Zürich
  • Heinz Heimgartner Organisch-chemisches Institut der Universität Zürich, Winterthurerstrasse 190, CH-8057 Zürich

DOI:

https://doi.org/10.2533/chimia.1984.316

Abstract

Sodium borohydride reduction of 1,2,5,7-benzothiatriazonine 3 yields two isomeric products 4 and 5 (Scheme 1) whereas a third isomer 7 has been obtained after heating 3 in methanol and subsequent reduction of the intermediate 6 with sodium borohydride. The structure of 7 has been confirmed by X-ray crystallography. Tentative reaction mechanisms for the unexpected rearrangements to 5 and 6 are given in Schemes 3 and 4.

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Published

1984-09-30

Issue

Vol. 38 No. 9 (1984): Forschung/Research

Section

Kurze Mitteilungen

License

Copyright (c) 1984 Marlise Schläpfer-Dähler

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
M. Schläpfer-Dähler, J. H. Bieri, H. Heimgartner, Chimia 1984, 38, 316, DOI: 10.2533/chimia.1984.316.