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