Reactions of 4,5-Dihydro-5-methyl-3H-spiro[benz-2-azepine-3-cyclohexane] N-Oxide with Some Nucleophilic Reagents |
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Authors: | A. V. Varlamov D. G. Grudinin A. I. Chernyshev A. N. Levov N. I. Golovtsov R. S. Borisov |
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Affiliation: | (1) Russian People's Friendship University, Moscow, 117923, Russia |
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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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Keywords: | benz-2-azepines cyclic hydroxylamines cyclic nitrones nucleophilic additions oxidation |
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