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Reaction of arylthiacyclanylsulfonium salts with nitrogen bases

Synthesis of aminoalkyl aryl sulfides

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

When arylthiacyclanylsulfonium salts are heated with nitrogen bases the C-S bond of the heteroring undergoes quantitative cleavage and the base adds to form a C-N bond. These sulfonium salts react with ammonia or pyridine to give ammonioalkyl sulfides; amino sulfides and secondary amine salts are obtained with excess secondary amines. The described reaction is a new preparative method for the synthesis of amino sulfides and ammonioalkyl aryl sulfides.

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Authors and Affiliations

  1. A. V. Topchiev Institute of Petrochemical Synthesis, Academy of Sciences of the USSR, Moscow

    E. N. Karaulova, T. S. Bobruiskaya, G. D. Gal'pern, V. D. Nikitina, L. A. Shekhoyan & A. Yu. Koshevnik

Authors
  1. E. N. Karaulova
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  2. T. S. Bobruiskaya
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  3. G. D. Gal'pern
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  4. V. D. Nikitina
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  5. L. A. Shekhoyan
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  6. A. Yu. Koshevnik
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 759–764, June, 1975.

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Karaulova, E.N., Bobruiskaya, T.S., Gal'pern, G.D. et al. Reaction of arylthiacyclanylsulfonium salts with nitrogen bases. Chem Heterocycl Compd 11, 659–663 (1975). https://doi.org/10.1007/BF00959955

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  • DOI: https://doi.org/10.1007/BF00959955

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