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Reactions of aromatic and heteroaromatic compounds bearing electron-acceptor substituents

VIII. Synthesis and some transformations of dimethyl(2-Thienyl) sulfonium salts

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Dimethyl(2-thienyl)sulfonium salts were synthesized for the first time. The corresponding triiodomercurates were obtained by the reaction of methyl 2-thienyl sulfide or its substituted derivatives with methyl iodide and mercuric iodide. Sulfonium perchlorates are formed as a result of the reaction of thiophene compounds with dimethyl sulfoxide in the presence of POCl3 and perchloric acid. The HgI3 − anion was replaced by NO3 − by means of an anion-exchange resin. The methods for the dimethylation of sulfonium salts with conversion of them to the corresponding sulfides were studied; the conditions for obtaining quantitative yields from these reactions by means of an anion exchange resin in the acetate form were found.

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Authors and Affiliations

  1. N. B. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    Ya. L. Gol'dfarb, N. S. Ksenzhek & L. I. Belen'kii

Authors
  1. Ya. L. Gol'dfarb
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  2. N. S. Ksenzhek
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  3. L. I. Belen'kii
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Additional information

See [1] for communication VII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 165–168, February, 1972.

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Gol'dfarb, Y.L., Ksenzhek, N.S. & Belen'kii, L.I. Reactions of aromatic and heteroaromatic compounds bearing electron-acceptor substituents. Chem Heterocycl Compd 8, 144–147 (1972). https://doi.org/10.1007/BF00472343

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  • DOI: https://doi.org/10.1007/BF00472343

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