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Sigma complexes in the pyrimidine series. 8. Recyclization of acetonyl anionic σ-complexes of 5-nitropyrimidine and its derivatives

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Abstract

The transformation of the pyrimidine ring in the reaction of acetonyl anionic σ-complexes of 5-nitropyrimidine and its derivatives with strong base was studied. It is shown that when there is a geminal node at the 4 position, recyclization of the pyrimidine ring to a benzene ring takes place.

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For Communication 7, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1659–1662, December, 1987.

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Remennikov, G.Y., Kurilenko, L.K., Boldyrev, I.V. et al. Sigma complexes in the pyrimidine series. 8. Recyclization of acetonyl anionic σ-complexes of 5-nitropyrimidine and its derivatives. Chem Heterocycl Compd 23, 1336–1338 (1987). https://doi.org/10.1007/BF00472260

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  • DOI: https://doi.org/10.1007/BF00472260

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