Abstract
Extensive data on the opening reactions of both the five- and the sir-membered fragments of the bicyclic structures of azoloazines with a bridging nitrogen atom (i.e., the aza, oxa, and thia heteroanalogs of indolizine), including the reactions leading to recyclization, are categorized systematically for the first time. A universal model is proposed for classification of the ring opening processes in azoloazines (according to the principle of endo or exo opening in heteroarenes), and an attempt is made to relate the direction of ring opening in heteroarenes to alternation (or loss of alternation) in the fragments of the heterocyclic ring.
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M. V. Lomonosov Moscow State University, Moscow, 119899. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1445–1478, November, 1995. Original article submitted December 24, 1995.
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Maiboroda, D.A., Babaev, E.V. Ring cleavage reactions in the series of azoloazines with a bridging nitrogen atom (review). Chem Heterocycl Compd 31, 1251–1279 (1995). https://doi.org/10.1007/BF01168619
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DOI: https://doi.org/10.1007/BF01168619