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Synthesis of thiirane oximes from 3,4-dibromo-3-methyl-2-butanone oxime

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

2-(α-Oximinoethyl)-2-methylthiirane was obtained by the reaction of 3,4-dibromo-3-methyl-2-butanone oxime with sodium sulfide. At the same time, the O-carbamoyl derivative of the α,β-dibromo oxime was converted to the corresponding substituted α,β-unsaturated oxime under the same conditions. Thiirane oxime, like its O-carbamoyl derivative, underwent the desulfuration that is characteristic for thirranes under the influence of tributylphosphine.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 751–753, June, 1982.

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Tashchi, V.P., Rukasov, T.I., Orlova, Y.G. et al. Synthesis of thiirane oximes from 3,4-dibromo-3-methyl-2-butanone oxime. Chem Heterocycl Compd 18, 566–568 (1982). https://doi.org/10.1007/BF00506142

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  • DOI: https://doi.org/10.1007/BF00506142

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