Synthesis and Reactivity of Functionalized Tetrazenes: An Original Route Toward 1,2,3‐Triazoles
New alkyltetrazene structures with various terminal functional groups (hydroxyl, halogen, amine, hydrazine) basically in β ‐position were synthesized through the oxidation of their hydrazine precursors as novel ingredients for accessing nitrogen‐densified structures. To synthesize hydrazine‐ and amine‐substituted alkyltetrazenes, synthetic routes involving protection and deprotection steps were designed. In addition, β ‐activated alkyltetrazenes were obtained from their diol precursors, and their reactivity was investigated, resulting in a novel synthetic route of 1,2,3‐triazoles according to two complementary approaches. The scope was extended to β‐disubstituted derivatives, whose syntheses were also fully described.
Authors
- Lionel Joucla
- A. Renault
- Chaza Darwich (ORCID: https://orcid.org/0000-0003-2332-8132)
- John Eymann
- Louis Le Moigne
- Emmanuel Lacôte
Institutions
- Université Claude Bernard Lyon 1 (FR)
- Centre National de la Recherche Scientifique (FR)
- Lyon College (US)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2026-04-07
- DOI
- https://doi.org/10.1002/ejoc.202501179
- Primary Topic
- Synthesis of Tetrazole Derivatives
- Type
- article
- Field-Weighted Citation Impact
- 0.00