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Synthesis of 2-alkylthio-5-acetyl-2-oxazolines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 2-acetyloxiranes with alkyl thiocyanates in the presence of Lewis acids (BF3, AlCl3) has given 2-alkylthio-5-acetyl-2-oxazolines (yields 40–60%). It has been shown that the reaction of trans-2-acetyl-3-methyloxirane and of trans-2-acetyl-3-methyloxirane and of trans-2-acetyl-2,3-dimethyloxirane with alkyl thiocyanates takes place stereospecifically and leads to cis-2-alkylthio-5-acetyl-2-oxazolines.

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Literature cited

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 468–471, April, 1980.

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Bubel', O.N., Tishchenko, I.G., Grinkevich, O.A. et al. Synthesis of 2-alkylthio-5-acetyl-2-oxazolines. Chem Heterocycl Compd 16, 352–355 (1980). https://doi.org/10.1007/BF00552772

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  • DOI: https://doi.org/10.1007/BF00552772

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