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S- and N-alkylation of 2,2′-(alkane-α,ω-diyldisulfanediyl)-bis(1,3-benzothiazoles) with 1-iodopropan-2-one in the presence of iodine

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Abstract

The alkylation of 2,2′-(methylenedisulfanediyl)- and 2,2′-(ethane-1,2-diyldisulfanediyl)bis-(1,3-benzothiazoles) with 1-iodopropan-2-one involves exclusively the exocyclic sulfur atoms. The presence of an electron-withdrawing carbonyl group between the bridging methylene units in 1,3-bis(1,3-benzothiazol-2-ylsulfanyl)propane-2-one forces the alkylation to occur at the endocyclic nitrogen atoms.

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Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    I. A. Dorofeev, L. G. Shagun, L. V. Zhilitskaya & N. O. Yarosh

Authors
  1. I. A. Dorofeev
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  2. L. G. Shagun
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  3. L. V. Zhilitskaya
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  4. N. O. Yarosh
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Corresponding author

Correspondence to L. G. Shagun.

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Original Russian Text © I.A. Dorofeev, L.G. Shagun, L.V. Zhilitskaya, N.O. Yarosh, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 4, pp. 620–623.

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Dorofeev, I.A., Shagun, L.G., Zhilitskaya, L.V. et al. S- and N-alkylation of 2,2′-(alkane-α,ω-diyldisulfanediyl)-bis(1,3-benzothiazoles) with 1-iodopropan-2-one in the presence of iodine. Russ J Org Chem 53, 628–631 (2017). https://doi.org/10.1134/S1070428017040248

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  • DOI: https://doi.org/10.1134/S1070428017040248

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