Reactions of 4,5-dihydro-5-methyl-3H-spiro[benz-2-azepine-3-cyclohexane] N-oxide with some nucleophilic reagents

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.

Authors
Varlamov A.V. 1 , Grudinin D.G. 1 , Chernyshev A.I. 1 , Levov A.N. 1 , Golovtsov N.I. 1 , Borisov R.S. 1
Journal
Chemistry of Heterocyclic Compounds
Publisher
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Number of issue
3
Language
English
Pages
346-352
Status
Published
Link
External link
DOI
10.1023/A:1017515318197
Volume
37
Year
2001
Organizations
  • 1 Russian People's Friendship University, Moscow 117923, Russian Federation
Keywords
Benz-2-azepines; Cyclic hydroxylamines; Cyclic nitrones; Nucleophilic additions; Oxidation
Date of creation
19.10.2018
Date of change
19.10.2018
Short link
https://repository.rudn.ru/en/records/article/record/340/
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