Thia- and Selena-Heterocycles Containing Cycloamidine Substructures: Ring Contraction Reactions of 1,3,4-Thia-/Selenadiazines-Reference-Cited by-同舟云学术

Thia- and Selena-Heterocycles Containing Cycloamidine Substructures: Ring Contraction Reactions of 1,3,4-Thia-/Selenadiazines

Published:2008-04-01 Issue:4 Volume:63 Page:415-424
ISSN:1865-7117
Container-title:Zeitschrift für Naturforschung B
language:en
Short-container-title:

Author:

Fleischhauer Jan¹,Beckert Rainer¹,Hornig David¹,Günther Wolfgang¹,Görls Helmar²,Klimesova Vera³

Affiliation:

1. Institute of Organic and Macromolecular Chemistry, Friedrich Schiller University, Humboldtstraße 10, D-07743 Jena, Germany

2. Institute of Inorganic and Analytical Chemistry, Friedrich Schiller University, Lessingstraße 8, D-07743 Jena, Germany

3. Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, 500 05 Hradec Kralove, Czech Republic

Abstract

Abstract 1,3,4-Thia/selena-diazines proved to be suitable starting materials for ring contraction reactions. Treatment with acetic acid/water mixtures leads to highly substituted 1,3,4-thia/selenadiazoles. In addition, the selenadiazoles formed undergo a fast Dimroth-rearrangement to finally yield derivatives of 1,2,4-triazole. The structures of all new derivatives were confirmed by NMR experiments, mass spectroscopy, elemental analysis and X-ray structural analysis.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/znb-2008-0408/pdf

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