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Polyfluorinated Β-ketoesters and their α-halogenated derivatives in reactions with tetraphosphorus decasulfide and 2,4-bis(4-(methoxyphenyl))-2,4-dithioxo-PV,PV-1,3,2,4-dithiodiphosphetane

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Fluoroalkylated Β-ketoesters react with tetraphosphorus decasulfide and 2,4-his(4-methoxyphenyl)-2, 4-dithioxo-PV,PV-1,3,2,4-dithiodiphosphetane to give 5-fluoroalkyl-1,2-dithiolene-3-thiones. In these reactions, fluoroalkylated α-chloro-Β-ketoesters in which RF = H(CF2)n (n=1, 2) give mixtures of 5-fluoroalkyl-1,2-dithiolene-3-thiones and 4-chloro-5-fluoroalkyl-1, 2-dithiolene-3-thiones, but when R=CF3 or C4F9, only the first of these are formed.

  2. 2.

    α,α-Dibromoacetoacetic ester gives 4-bromo-5-methyl-1,2-dithiolene-3-thione, whereas fluoroalkylated α,α-dibromo-Β-ketoesters in which RF=H(CF2)2 (n=1, 2) give mixtures of 1,2-dithiolene-3-thiones either unsubstituted or monosubstituted with bromine in the 4 position, or when RF=CF3 or C4F9, only the bromine-free compounds.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 879–884, April, 1986.

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Bodrov, M.B., Saloutin, V.I. & Pashkevich, K.I. Polyfluorinated Β-ketoesters and their α-halogenated derivatives in reactions with tetraphosphorus decasulfide and 2,4-bis(4-(methoxyphenyl))-2,4-dithioxo-PV,PV-1,3,2,4-dithiodiphosphetane. Russ Chem Bull 35, 799–804 (1986). https://doi.org/10.1007/BF00954233

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  • DOI: https://doi.org/10.1007/BF00954233

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