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Synthesis of alkyl and alkenyl furyl sulfoxides and their behavior in the pummerer reaction

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Oxidation of alkyl(alkenyl) furyl sulfides by hydrogen peroxide in glacial acetic acid affords alkyl(alkenyl) furyl sulfoxides, which react with acetic acid, acetic anhydride, and a mixture of acetic and trifluoroacetic anhydrides to give α-acyloxy-substituted and unsaturated sulfides as products, while for allyl 2-(5-methylfuryl) sulfoxide a thienofuran compound is obtained.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1601–1604, December, 1987.

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Litvinova, V.V., Fedorov, N.V., Anisimov, A.V. et al. Synthesis of alkyl and alkenyl furyl sulfoxides and their behavior in the pummerer reaction. Chem Heterocycl Compd 23, 1284–1287 (1987). https://doi.org/10.1007/BF00472247

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  • DOI: https://doi.org/10.1007/BF00472247

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