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Reaction of Tricyclo[4.1.0.02,7]heptane with 1-(Arenesulfonyl)-2-phenyldiazenes

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Abstract

Tricyclo[4.1.0.02,7]heptane reacted with 1-(arenesulfonyl)-2-phenyldiazenes by radical mechanism to give bicyclo[3.1.1]heptane derivatives. Unlike analogous reactions with alkenes, the addition of diazenes occurs readily without a catalyst and yields mainly arylazosulfonation products at the C1–C7 bond of tricyclo-[4.1.0.02,7]heptane. The addition products are capable of undergoing thermal prototropic isomerization to 7-endo-(arenesulfonyl)bicyclo[3.1.1]heptan-6-one phenylhydrazones.

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

    S. G. Kostryukov & Yu. Yu. Masterova

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  1. S. G. Kostryukov
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  2. Yu. Yu. Masterova
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Correspondence to S. G. Kostryukov.

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Kostryukov, S.G., Masterova, Y.Y. Reaction of Tricyclo[4.1.0.02,7]heptane with 1-(Arenesulfonyl)-2-phenyldiazenes. Russ J Org Chem 56, 576–581 (2020). https://doi.org/10.1134/S107042802004003X

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  • DOI: https://doi.org/10.1134/S107042802004003X

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