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A new heterocyclic structure. The [1,2,3]triazolo[1,5‐ d ][1,2,4]triazine
Author(s) -
Bianchi Mario,
Butti Alina,
Perronnet Jacques
Publication year - 1988
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.5570250309
Subject(s) - chemistry , ring (chemistry) , hydrazone , reagent , triazine , aldehyde , ketone , 1,2,4 triazole , triazole , phosgene , medicinal chemistry , carbon atom , combinatorial chemistry , organic chemistry , catalysis
The hydrazone derivatives of 4‐benzoyl‐1,2,3‐triazole can easily be cyclised by reaction with various organic reagents (ortho esters, aldehyde and ketone compounds, phosgene, etc ) which result in the incorporation of the introduced reagent's carbon atom into the new six membered ring. The newly created C‐N bond of the resulting [1,2,3]triazolo[1,5‐ d ][1,2,4]triazines displays a particular sensitivity due to the electron attracting effect of the triazole ring. Some mechanistic considerations are proposed to account for the observed results.