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Synthesis of substituted thiabicyclanes

I. A new synthesis of cis-1-thiahydrindan and cis-2-thiabicyclo[3,3,1]nonane

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A simple preparative method for the synthesis of cis-1-thiahydrindan and cis-2-thiabicyclo[3, 3, 1]nonane has been developed. The method can be used to obtain substituted thiabicyclanes by a general method starting from 3-chloromethylcyclohexene. In the cyclization of 3 (β-mercaptoethyl)cyclohexane both by an ionic and by a radical mechanism, a mixture of cis-1-thiahydrindan and cis-2-thiabicyclo [3,3,1] nonane in approximately equal amounts is formed.

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References

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Authors and Affiliations

  1. Institute of Petrochemical Synthesis, AS USSR, Moscow

    N. P. Volynskii, G. D. Gal'pern & A. B. Urin

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  1. N. P. Volynskii
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  2. G. D. Gal'pern
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  3. A. B. Urin
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Volynskii, N.P., Gal'pern, G.D. & Urin, A.B. Synthesis of substituted thiabicyclanes. Chem Heterocycl Compd 3, 806–809 (1967). https://doi.org/10.1007/BF00474874

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  • DOI: https://doi.org/10.1007/BF00474874

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