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Radical Reactions of Tricyclo[4.1.0.02,7]heptane Derivatives with Arenesulfonylethynyl(trimethyl)silanes

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Abstract

Photochemically or thermally initiated reactions of arenesulfonylethynyl(trimethyl)silanes ArSO2C≡CSiMe3 (Ar = Ph, 4-MeC6H4) with 1-R-tricyclo[4.1.0.02,7]heptanes (R = H, Me, Ph) involve addition to the C1–C7 central bicyclobutane bond of the latter with the formation of bicyclo[3.1.1]heptane (norpinane) derivatives with endo(anti)-oriented arenesulfonyl group. A plausible reaction mechanism is discussed.

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Authors and Affiliations

  1. Ogarev Mordovian State National Research University, 430005, Saransk, Russia

    S. G. Kostryukov, Yu. Yu. Masterova & D. Yu. Korovin

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  1. S. G. Kostryukov
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  2. Yu. Yu. Masterova
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  3. D. Yu. Korovin
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Correspondence to S. G. Kostryukov.

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Kostryukov, S.G., Masterova, Y.Y. & Korovin, D.Y. Radical Reactions of Tricyclo[4.1.0.02,7]heptane Derivatives with Arenesulfonylethynyl(trimethyl)silanes. Russ J Org Chem 56, 582–587 (2020). https://doi.org/10.1134/S1070428020040041

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  • DOI: https://doi.org/10.1134/S1070428020040041

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