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Synthesis of cyclic sulfides

I. Synthesis of 1-thiadecalin and 2-methyl-1-thiahydrindan

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A new method for the synthesis of bicyclic sulfides consisting of the reaction of cycloolefin sulfides with vinylmagnesium or allylmagnesium bromides and the subsequent intramolecular cyclization of the resulting unsaturated mercaptans has been proposed. By using this method, from cyclohexene sulfide we have synthesized 1-thiadecalin and 2-methyl-1-thiahydrindan; and complexes of these substances with mercuric chloride, and their methiodides and sulfones have been obtained.

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The results of this work were reported in part at the XI-th Scientific Meeting on the Chemistry of Organosulfur Compounds of Petroleum and Petroleum Products (Ufa, 1968).

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Dronov, V.I., Krivonogov, V.P. & Nikitina, V.S. Synthesis of cyclic sulfides. Chem Heterocycl Compd 6, 312–314 (1970). https://doi.org/10.1007/BF00471229

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  • DOI: https://doi.org/10.1007/BF00471229

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