Access to Cyclic Tetrazanes by Intramolecular Oxidative Coupling of Tethered‐Bishydrazines
Abstract We report the formation of tetrazolidinones and thiatetrazolidines, i.e., heterocycles with four σ‐bonded nitrogen atoms in their structure, via the oxidative coupling of two hydrazines tethered by a carbonyl or a sulfonyl moiety. Different strategies for installing the tethers on the various bishydrazine precursors are first presented, and their cyclization is presented next. The influence of the protecting groups on the α and/or β nitrogen atoms, as well as the nature of the oxidant leading to the tetrazane core, is studied.
Authors
- Lionel Joucla
- Emmanuel Lacôte (ORCID: https://orcid.org/0000-0003-0753-6951)
- Emma Gamby
- Grégory Burzicki
- Anne Renault
- Maxime Bretones
- Laura Rosillette
- Camille Follet
Institutions
- Université Claude Bernard Lyon 1 (FR)
- Centre National de la Recherche Scientifique (FR)
Publication Details
- Journal
- Helvetica Chimica Acta
- Published
- 2025-09-09
- DOI
- https://doi.org/10.1002/hlca.202500070
- Citations
- 1
- Primary Topic
- Synthesis of Tetrazole Derivatives
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Centre National d’Etudes Spatiales
- Centre National de la Recherche Scientifique
- Université Claude Bernard Lyon 1