REACTIONS OF POLYHALOPYRIDINES. 16. SYNTHESIS AND REACTIONS OF 2,3,5,6-TETRAFLUORO-4-PERFLUOROALKYLTHIOPYRIDINES

Authors

  • А. М. Сипягин Institute of the Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka 142432, Moscow region
  • В. С. Еншов Institute of the Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka 142432, Moscow region
  • А. Т. Лебедев Moscow M. V. Lomonosov State University, Moscow 119234
  • Н. К. Караханова Moscow M. V. Lomonosov State University, Moscow 119234

Keywords:

2,3,5,6-tetrafluoro-4-perfluoroalkylthiopyridines, perfluoroalkylation of heterocyclic thiols and disulfides, nucleophilic substitution reactions

Abstract

Identical reaction products, viz. 2,3,5,6-tetrafluoro-4-perfluoroalkylthiopyridines 3a-c, were obtained on thermal decomposition of Xe(II) bisperfluoroalkylcarboxylates in the presence of mercapto-tetrafluoropyridine and bis(2,3,5,6-tetrafluoro-4-pyridyl) disulfide. Compounds 3a-c readily interact with N-, O-, and S-containing nucleophiles, though with the first two types of reactant only with substitution of fluorine atoms in position 2 of the pyridine ring. In the latter case products are obtained both with retention of the perfluoroalkylthio group on interaction with sodium N,N-dimethyldithiocarbamate, and with total fission of that group in the case of alkali metal methanethiolate and toluenethiolate.

How to Cite
Sipyagin, A. M.; Enshov, V. S.; Lebedev, A. T.; Karakhanova, N. K. Chem. Heterocycl. Compd. 2003, 39, 1022. [Khim. Geterotsikl. Soedin. 2003, 1173.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000003518.86109.49

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Published

2003-08-25

Issue

No. 8 (2003)

Section

Original Papers