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v ‐triazolines. Part XIV . 1‐aryl‐5‐dialkylaminomethyl‐4‐methylene‐4,5‐dihydro‐ v ‐triazoles
Author(s) -
Pocar Donato,
Rossi Luisa Maria,
Trimarco Pasqualina
Publication year - 1980
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.5570170212
Subject(s) - chemistry , methylene , iodide , cycloaddition , methyl iodide , aryl , ammonium iodide , medicinal chemistry , 1,2,3 triazole , methoxide , triazole , organic chemistry , catalysis , alkyl
The cycloaddition of arylazides to 1‐methyl‐ and 1‐benzyl‐2,5‐dihydropyrrole affords pyrrolo[3,4‐ d ]‐ v ‐triazole derivatives which react with methyl iodide, yielding the corresponding quaternary ammonium salts. On base‐catalyzed elimination 1‐aryl‐5‐dialkyl‐aminomethyl‐4‐methylene‐4,5‐dihydro‐ v ‐triazoles are formed. Their structure and behaviour toward methoxide and secondary amines are discussed.