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Ring-ring tautomerism

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The superposition within a single molecule of competing ring-chain tautomeric pairs, the minimum structural requirement of which is the presence of one nucleophilic (OH, NH, SH, etc.) and two electrophilic (C=N, C=O, etc.) centers or the reverse, is a method of constructing ring-ring or ring-chain-ring tautomeric systems. On the basis of the structural characteristics of alkylidene derivatives of thiohydrazides, thiosemicarbazides, thiocarbonohydrazides and amidrazones, bis-hydrazones, bis-oximes, and oximohydrazones of 1,3-dioxo compounds, it has been possible to realize for the first time heterocyclic, tautomeric combinations of pyrazoline—isoxazoline, isoxazoline—1,3,4-thiadiazoline, pyrazoline—1,3,4-thiadiazoline, 1,3,4-thiadiazoline-1,2,4-triazolidene, 1,2,4-triazolidene—1,2,4,5-hexahydrotetrazine, 1,2,4,5-hexahydrotetrazine—tetrahydropyran, tetrahydropyran—1,3,4-thiadiazoline, etc.

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Authors and Affiliations

  1. S. M. Kirov Military Medical Academy, 194175, Saint Petersburg

    K. N. Zelenin & V. V. Alekseev

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  1. K. N. Zelenin
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  2. V. V. Alekseev
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These abbreviations for the classifications will be used in what follows.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 851–860, June, 1992.

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Zelenin, K.N., Alekseev, V.V. Ring-ring tautomerism. Chem Heterocycl Compd 28, 708–715 (1992). https://doi.org/10.1007/BF00529339

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