Synthesis of azinylvinylpyridazines: A general note on the isomerization of hetaryldienamines

András Kotschy, György Hajós, G. Timári, András Messmer

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Abstract

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.

Original languageEnglish
Pages (from-to)4423-4426
Number of pages4
JournalJournal of Organic Chemistry
Volume61
Issue number13
Publication statusPublished - Jun 28 1996

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ASJC Scopus subject areas

  • Organic Chemistry

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