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Ring-chain tautomerism of vinylogs of 2(3)-amino derivatives of heterocyclic o-hydroxy aldehydes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Previously unknown vinylogs of 2(3)-aminomethylene-substituted benzo[b]thiophene-3-one, 1-methyloxindole, 1-methylindoxyl, benzo[b]furan-3-one, and indan-1,3-dione have been synthesized. Their tautomeric transformations have been studied by methods of UV, IR, and PMR spectroscopy. It has been shown that the introduction of a substituent into the β position of a dienic chain favors the appearance of the cyclic form.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1171–1176, September, 1984.

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Dubonosov, A.D., Sitkina, L.M., Bren', V.A. et al. Ring-chain tautomerism of vinylogs of 2(3)-amino derivatives of heterocyclic o-hydroxy aldehydes. Chem Heterocycl Compd 20, 951–957 (1984). https://doi.org/10.1007/BF00506385

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  • DOI: https://doi.org/10.1007/BF00506385

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