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Halocyclization of S- and N-alkenyl derivatives of 5-methyl-1,3,4-thiadiazole-2-thione

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Chemistry of Heterocyclic Compounds Aims and scope

2-Allylsulfanyl-5-methyl-1,3,4-thiadiazole, 2-(2-bromoallylsulfanyl)-5-methyl-1,3,4-thiadiazole, 2-[(but-3-en-1-yl)sulfanyl]-5-methyl-1,3,4-thiadiazole, and 2-methyl-5-[(pent-4-en-1-yl)sulfanyl]-1,3,4-thiadiazole were obtained by alkylation of 5-methyl-1,3,4-thiadiazole-2-thione. Halocyclization of the obtained unsaturated sulfides produced derivatives of thiazolo[2,3-b][1,3,4]thiadiazolium, 6,7-dihydro-5H-[1,3,4]-thiadiazolo[2,3-b][1,3]thiazinium, and 5,6,7,8-tetrahydro[1,3,4]thiadiazolo[2,3-b][1,3]thiazepinium systems.

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Authors and Affiliations

  1. South Ural State University, 76 Lenina Ave., Chelyabinsk, 454080, Russia

    Natal’ya M. Tarasova & Dmitry G. Kim

  2. I. Ya. Postovskii Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi St. / 20 Akademicheskaya St., Yekaterinburg, 620990, Russia

    Pavel A. Slepukhin

Authors
  1. Natal’ya M. Tarasova
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  2. Dmitry G. Kim
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  3. Pavel A. Slepukhin
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Correspondence to Natal’ya M. Tarasova.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2015, 51(10), 923–928

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Tarasova, N.M., Kim, D.G. & Slepukhin, P.A. Halocyclization of S- and N-alkenyl derivatives of 5-methyl-1,3,4-thiadiazole-2-thione. Chem Heterocycl Comp 51, 923–928 (2015). https://doi.org/10.1007/s10593-015-1797-z

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  • DOI: https://doi.org/10.1007/s10593-015-1797-z

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