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Pyrrolo[3,4‐ e ][1,2,3]triazolo[1,5‐ a ]pyrimidine and pyrrolo[3,4‐ d ] [1,2,3]triazolo[1,5‐ a ]pyrimidine. New tricyclic ring systems of biological interest
Author(s) -
Lauria Antonino,
Diana Patrizia,
Barraja Paola,
Almerico Anna Maria,
Cirrincione Girolamo,
Dattolo Gaetano
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.5570370413
Subject(s) - acetonitriles , chemistry , pyrimidine , ring (chemistry) , dimethyl sulfoxide , sulfoxide , stereochemistry , medicinal chemistry , organic chemistry , acetonitrile
Derivatives of the new ring system pyrrolo[3,4‐ e ][1,2,3] triazolo[1,5‐ a ]pyrimidine 6 were prepared in high yields in one step by reaction of 3‐azidopyrrole 3 and substituted acetonitriles. Compound 6b rearranged, upon heating in dimethyl sulfoxide in the presence of water, to pyrrolo[3,4‐ d ][1,2,3]triazolo‐[1,5‐ a ]pyrimidine 7.