Title: Thermolysis of 4-heteroaryl substituted 5-azido-1h-1,2,3-triazoles - competition between rearrangement and decomposition
Authors: Labbe, G ×
Vercauteren, K
Dehaen, Wim #
Issue Date: Jan-1994
Series Title: Bulletin des Sociétés Chimiques Belges vol:103 issue:7-8 pages:321-327
Abstract: 5-Azidotriazoles bearing a thiazole, benzothiazole or pyridine ring at the 4-position were synthesized and thermolyzed at 60-degrees-C. Whereas the 5-azido-4-(thiazol-2-yl)triazole 4 decomposed with extrusion of nitrogen and formation of the triazene 5 as the sole reaction product, the 5-azido-4-(benzothiazol-2-yl)triazoles 11a,b furnished mixtures of the triazenes 12a,b and tetrazoles 14a,b. In the case of the 5-azido-4-(2-pyridyl)triazoles 17a-d, the product distribution was found to depend strongly on the N-1 aryl substituent, favouring the tetrazole 20 by increasing the electron-withdrawing capacity of this group.
ISSN: 0037-9646
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Design and Synthesis
× corresponding author
# (joint) last author

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