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v ‐triazolines. XI . Rearrangement of 1‐aryl‐4,5‐diamino‐4,5‐dihydro‐ v ‐triazoles
Author(s) -
Citerio L.,
Saccarello M. L.,
Trimarco P.
Publication year - 1979
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.5570160218
Subject(s) - chemistry , amidine , medicinal chemistry , cycloaddition , aryl , organic chemistry , catalysis , alkyl
The reaction of arylazides with 1,2‐diaminoethylenes ( 1a‐b ) or α,β‐diaminostyrenes ( 1c‐f ) gave N ‐(1,2‐diaminoethylideneanilines ( 2a‐e ) and N ‐(1,2‐diamino‐2‐phenylethylidene)anilines ( 2g‐i ), respectively. These amidine derivatives are formed through the rearrangement of unstable 1‐aryl‐4,5‐diamino‐ v ‐triazolines. The regiospecificity of the cycloaddition reaction has been elucidated on the basis of the products obtained.