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Hydrosilylation of 2-(2-Propynyl)-2,3-dihydro-1,2-benzothiazol-3-one 1,1-Dioxide with 1-Alkynyl(dimethyl)- and Bis(1-alkynyl)methylsilanes

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Abstract

Hydrosilylation of 2-(2-propynyl)-2,3-dihydro-1,2-benzothiazol-3-one 1,1-dioxide with 1-alkynyldimethyl- and bis(1-alkynyl)methylsilanes of the general formula Me n HSi(C=-CR)3-n (n = 1, 2) in the presence of H2PtCl6 (Speier's catalyst) occurs in a nonregioselective but stereoselective fashion, yielding mixtures of the corresponding trans-β- and α-adducts. The fraction of the latter ranges from 50 to 70%, depending mainly on the substrate nature rather than on the nature of substituent at the triple bond of the reagent.

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Authors and Affiliations

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

    G. S. Lyashenko, D. V. Dmitriev, I. A. Yazovtsev, M. M. Demina, A. I. Albanov & A. S. Medvedeva

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  1. G. S. Lyashenko
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  2. D. V. Dmitriev
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  3. I. A. Yazovtsev
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  4. M. M. Demina
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  5. A. I. Albanov
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  6. A. S. Medvedeva
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Lyashenko, G.S., Dmitriev, D.V., Yazovtsev, I.A. et al. Hydrosilylation of 2-(2-Propynyl)-2,3-dihydro-1,2-benzothiazol-3-one 1,1-Dioxide with 1-Alkynyl(dimethyl)- and Bis(1-alkynyl)methylsilanes. Russian Journal of Organic Chemistry 39, 1497–1500 (2003). https://doi.org/10.1023/B:RUJO.0000010569.52018.04

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  • DOI: https://doi.org/10.1023/B:RUJO.0000010569.52018.04

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