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Dzhemilev reaction in the synthesis of five-membered sulfur and selenium heterocycles*

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Chemistry of Heterocyclic Compounds Aims and scope

A one-pot methods were developed for the synthesis of five-membered sulfur and selenium heterocycles based on the consecutive cyclometallation of olefins, allenes, and acetylenes using alkyl and haloalkyl derivatives of Al and Mg in the presence of catalytic amounts of titanium and zirconium complexes to give the corresponding alumina- and magnesacarbocycles in situ, which, without further purification, were introduced into reaction with sulfur or selenium, leading to various tetrahydrothiophenes, thiophenes, tetrahydroselenophenes, and selenophenes.

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Authors and Affiliations

  1. Russian Academy of Science Institution, Institute of Petroleum Chemistry and Catalysis of the Russian Academy of Sciences, Ufa, 450075, Russia

    V. A. D’yakonov, A. G. Ibragimov, L. M. Khalilov, A. A. Makarov, R. K. Timerkhanov, R. A. Tuktarova, O. A. Trapeznikova & L. F. Galimova

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  1. V. A. D’yakonov
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  2. A. G. Ibragimov
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  3. L. M. Khalilov
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  4. A. A. Makarov
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  5. R. K. Timerkhanov
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  6. R. A. Tuktarova
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  7. O. A. Trapeznikova
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  8. L. F. Galimova
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Correspondence to V. A. D’yakonov.

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* Dedicated to Academician B. A. Trofimov of the Russian Academy of Sciences on the occasion of his seventieth jubilee.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 393–403, March, 2009.

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D’yakonov, V.A., Ibragimov, A.G., Khalilov, L.M. et al. Dzhemilev reaction in the synthesis of five-membered sulfur and selenium heterocycles*. Chem Heterocycl Comp 45, 317–326 (2009). https://doi.org/10.1007/s10593-009-0272-0

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  • DOI: https://doi.org/10.1007/s10593-009-0272-0

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