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Synthesis of 1‐substituted [1,2,3]triazolo[4,5‐ d ]pyridazines as precursors for novel tetraazapentalene derivatives
Author(s) -
Ramanaiah K. C. V.,
Stevens Edwin D.,
Trudell Mark L.,
Pagoria Philip F.
Publication year - 2000
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570370631
Subject(s) - chemistry , combinatorial chemistry , stereochemistry , medicinal chemistry
A series of 1‐substituted 4,5‐diformyl‐[1,2,3]triazole derivatives were prepared by 1,3‐dipolar cyclo‐addition of aryl azides with acetylene dicarboxaldehyde mono‐diethylacetal. The triazoles were readily converted into 1‐substituted [1,2,3]triazolo[4,5‐ d ]pyridazines in good yields. The 1‐(2‐nitrophenyl)‐[1,2,3]triazolo[4,5‐ d ]pyridazine was found to be a useful intermediate for the generation of the novel 5 H ‐benzo[1,2,3]triazolo[1′,2′:1,2]triazolo[4,5‐ d ]pyridazin‐6‐ium inner salt ring system.