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Synthesis of 1′-substituted 4′,4′-dimethyl-6′-methoxy-4′H-spiro[cyclohexane-1,3′-isoquinolines]

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Abstract

The reaction of 1-(4-methoxyphenyl)-1-(1-methylcyclohexyl)ethanol with nitriles in concentrated sulfuric acid afforded 1′-substituted 6′-methoxy-4′,4′-dimethyl-4′H-spiro[cyclohexane-1,3′-isoquinolines] as a result of consecutive Wagner-Meerwein rearrangement and Ritter reaction.

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Authors and Affiliations

  1. Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences, ul. Akad. Koroleva 3, Perm, 614013, Russia

    A. N. Perevoshchikova, A. A. Gorbunov, Yu. S. Rozhkova & Yu. V. Shklyaev

  2. Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620990, Russia

    P. A. Slepukhin

Authors
  1. A. N. Perevoshchikova
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  2. A. A. Gorbunov
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  3. Yu. S. Rozhkova
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  4. P. A. Slepukhin
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  5. Yu. V. Shklyaev
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Correspondence to A. N. Perevoshchikova.

Additional information

Original Russian Text © A.N. Perevoshchikova, A.A. Gorbunov, Yu.S. Rozhkova, P.A. Slepukhin, Yu.V. Shklyaev, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 4, pp. 525–528.

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Perevoshchikova, A.N., Gorbunov, A.A., Rozhkova, Y.S. et al. Synthesis of 1′-substituted 4′,4′-dimethyl-6′-methoxy-4′H-spiro[cyclohexane-1,3′-isoquinolines]. Russ J Org Chem 50, 513–517 (2014). https://doi.org/10.1134/S1070428014040125

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  • DOI: https://doi.org/10.1134/S1070428014040125

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