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Reactions of 4,5-Dihydro-5-methyl-3H-spiro[benz-2-azepine-3-cyclohexane] N-Oxide with Some Nucleophilic Reagents

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

4,5-Dihydro-5-methyl-3H-spiro[benz-2-azepine-3-cyclohexane] N-oxide reacted with cyanide ion and isopropyl magnesium bromide to give the corresponding 1-cyano- and 1-isopropyl-4,5-dihydro-5-methyl-3H-spiro[benz-2-azepine-3-cyclohexane], but reaction with phenyl magnesium bromide, benzyl magnesium chloride, and nitromethane gave cyclic hydroxylamines: 1-substituted N-hydroxy-1,2,4,5-tetrahydro-5-methyl-3H-spiro[benz-2-azepine-3-cyclohexanes] which were oxidized to the corresponding nitrones.

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Authors and Affiliations

  1. Russian People's Friendship University, Moscow, 117923, Russia

    A. V. Varlamov, D. G. Grudinin, A. I. Chernyshev, A. N. Levov, N. I. Golovtsov & R. S. Borisov

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  1. A. V. Varlamov
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  2. D. G. Grudinin
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  3. A. I. Chernyshev
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  4. A. N. Levov
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  5. N. I. Golovtsov
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  6. R. S. Borisov
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Varlamov, A.V., Grudinin, D.G., Chernyshev, A.I. et al. Reactions of 4,5-Dihydro-5-methyl-3H-spiro[benz-2-azepine-3-cyclohexane] N-Oxide with Some Nucleophilic Reagents. Chemistry of Heterocyclic Compounds 37, 346–352 (2001). https://doi.org/10.1023/A:1017515318197

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  • DOI: https://doi.org/10.1023/A:1017515318197

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