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1‐(Azidomethyl)benzotriazole and ‐5‐phenyl‐1,2,3,4‐tetrazole as 1, 3‐dipolar cycloaddition components
Author(s) -
Katritzky Alan R.,
Fali Clara N.,
Shcherbakova Irina V.,
Verin Sergei V.
Publication year - 1996
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.5570330221
Subject(s) - chemistry , benzotriazole , tetrazole , cycloaddition , reagent , thermal decomposition , medicinal chemistry , organic chemistry , catalysis
1‐(Azidomethyl)benzotriazole reacts with alkynes to give mixtures of isomeric 1,2,3‐triazoles, whereas the interactions of 1‐(azidomethyl)benzotriazole and ‐5‐phenyl‐1,2,3,4‐tetrazole with alkenes proceed regioselectively to form 1,2,3‐triazolines and/or aziridines and enamines in good yields. Diheterocyclosubstituted methanes thus obtained were investigated with respect to thermolysis, α‐lithiation, and reactions with Grignard reagents.