Synthesis of Azinylvinylpyridazines: A General Note on the Isomerization of Hetaryldienamines.
Azinyldienamines underwent Diels Alder reaction of inverse electron demand with 1,2,4,5-tetrazine diester to give azinylvinylpyridazines. Comparison of the products obtained from mono-, di-, and triazinyldienamines revealed that, in some cases, isomerization of the olefinic side chain occurred which can be rationalized by the tautomeric conditions of the intermediates bearing these azine moieties. These experimental findings supported also by semiempirical calculations suggest the importance of the influence of the hetaryl group in such isomerizations.
Kotschy
András
A
Central Research Institute for Chemistry, Hungarian Academy of Sciences, P.O. Box 17, H-1525 Budapest, Hungary.
Hajós
György
G
Timári
G.
G
Messmer
András
A