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Russian Journal of Organic Chemistry

, Volume 41, Issue 1, pp 91–94 | Cite as

Synthesis of N-Arylsulfonyl-α-thienylglycines from N-(2,2,2-Trichloro-1-thienylethyl)arenesulfonamides

  • Yu. A. Aizina
  • I. B. Rozentsveig
  • I. V. Ushakova
  • G. G. Levkovskaya
  • A. N. Mirskova
Article

Abstract

Reactions of N-(2,2,2-trichloroethylidene)arenesulfonamides with thiophene, 2-chlorothiophene, and 2,5-dichlorothiophene, as well as of N-(2,2,2-trichloro-1-hydroxyethyl)arenesulfonamides with 2-chlorothiophene, lead to formation of the corresponding N-(2,2,2-trichloro-1-thienylethyl)arenesulfonamides. Alkaline hydrolysis of the latter occurs selectively at the trichloromethyl group to give N-arylsulfonyl-α-thienylglycines.

Keywords

Hydrolysis Organic Chemistry Thiophene Alkaline Hydrolysis Trichloromethyl 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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REFERENCES

  1. 1.
    Levkovskaya, G.G., Drozdova, T.I., Rozentsveig, I.B., and Mirskova, A.N., Usp. Khim., 1999, vol. 68, p. 638.Google Scholar
  2. 2.
    Rozentsveig, I.B., Levkovskaya, G.G., and Mirskova, A.N., Russ. J. Org. Chem., 1999, vol. 35, p. 895.Google Scholar
  3. 3.
    Rozentsveig, I.B., Levkovskaya, G.G., Albanov, A.I., and Mirskova, A.N., Russ. J. Org. Chem., 2000, vol. 36, p. 671.Google Scholar
  4. 4.
    Rozentsveig, I.B., Levkovskaya, G.G., Mirskova, A.N., and Kashik, T.V., Russ. J. Org. Chem., 2000, vol. 36, p. 1760.Google Scholar
  5. 5.
    Mirskova, A.N., Rudyakova, E.V., Rozentsveig, I.B., Stupina, A.G., Levkovskaya, G.G., and Albanov, A.I., Khim.-Farm. Zh. 2001, no. 6, p. 21.Google Scholar
  6. 6.
    Mirskova, A.N., Levkovskaya, G.G., Gogoberidze, I.T., Kalikhman, I.D., and Voronkov, M.G., Zh. Org. Khim., 1985, vol. 21, p. 269.Google Scholar
  7. 7.
    De Kimpe, N. and Shcamp, N., Org. Prep. Proced. Int., 1979, vol. 11, nos.3–4, p. 111.Google Scholar
  8. 8.
    Gogoberidze, I.T., Levkovskaya, G.G., Mirskova, A.N., and Voronkov, M.G., Zh. Org. Khim., 1984, vol. 20, p. 1100.Google Scholar

Copyright information

© MAIK “Nauka/Interperiodica” 2005

Authors and Affiliations

  • Yu. A. Aizina
    • 1
  • I. B. Rozentsveig
    • 1
  • I. V. Ushakova
    • 1
  • G. G. Levkovskaya
    • 1
  • A. N. Mirskova
    • 1
  1. 1.Favorskii Irkutsk Institute of Chemistry, Siberian DivisionRussian Academy of SciencesIrkutskRussia

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