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Synthesis of tris(organylthioethyl)phosphines and their derivatives on the basis of the reaction of phosphine with vinyl sulfides

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Abstract

Phosphine generated from the red phosphorus in the system KOH-H2O-toluene adds regio- and chemoselectively to vinyl sulfides under radical initiation conditions with the formation of tris(2-organylthioethyl)phosphines, which are easily oxidized by elemental sulfur and selenium to the corresponding phosphine sulfides and phosphine selenides in 54–78% yield. The obtained adducts are split when treated with sodium amide in THF to give trivinylphosphine and trivinylphosphine chalcogenides.

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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

    N. A. Chernysheva, V. L. Mikhailenko, N. K. Gusarova, S. V. Fedorov & B. A. Trofimov

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  1. N. A. Chernysheva
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  2. V. L. Mikhailenko
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  3. N. K. Gusarova
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  4. S. V. Fedorov
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  5. B. A. Trofimov
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Correspondence to N. K. Gusarova.

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Original Russian Text © N.A. Chernysheva, V.L. Mikhailenko, N.K. Gusarova, S.V. Fedorov, B.A. Trofimov, 2011, published in Zhurnal Obshchei Khimii, 2011, Vol. 81, No. 3, pp. 373–376.

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Chernysheva, N.A., Mikhailenko, V.L., Gusarova, N.K. et al. Synthesis of tris(organylthioethyl)phosphines and their derivatives on the basis of the reaction of phosphine with vinyl sulfides. Russ J Gen Chem 81, 470–473 (2011). https://doi.org/10.1134/S1070363211030042

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  • DOI: https://doi.org/10.1134/S1070363211030042

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