REACTIONS OF 4,5-DIHYDRO-5-METHYL-3H-SPIRO[BENZ-2-AZEPINE-3-CYCLOHEXANE] N-OXIDE WITH SOME NUCLEOPHILIC REAGENTS

Authors

  • А. В. Варламов Russian People's Friendship University, Moscow 117923
  • Д. Г. Грудинин Russian People's Friendship University, Moscow 117923
  • А. И. Чернышев Russian People's Friendship University, Moscow 117923
  • А. Н. Левов Russian People's Friendship University, Moscow 117923
  • Н. И. Головцов Russian People's Friendship University, Moscow 117923
  • P. C. Борисов Russian People's Friendship University, Moscow 117923

Keywords:

benz-2-azepines, cyclic hydroxylamines, cyclic nitrones, nucleophilic additions, oxidation

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.

How to Cite
Varlamov, A. V.; Grudinin, D. G.; Chernyshev, A. I.; Levov, A. N.; Golovtsov, N. I.; Borisov, R. S. Chem. Heterocycl. Compd. 2001, 37, 346. [Khim. Geterotsikl. Soedin. 2001, 376.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1017515318197

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Published

2001-03-25

Issue

No. 3 (2001)

Section

Original Papers