SYNTHESIS AND CONVERSIONS OF SUBSTITUTED 4,5-DIHYDRO-3H-SPIRO[BENZ-2-AZEPINE- 3,1'-CYCLOHEXANES]

Authors

  • А. В. Варламов Russian Peoples Friendship University, Moscow 117198
  • Ф. И. Зубков Russian Peoples Friendship University, Moscow 117198
  • Е. В. Лазарева Russian Peoples Friendship University, Moscow 117198
  • А. И. Чернышев Russian Peoples Friendship University, Moscow 117198
  • Д. Г. Грудинин Russian Peoples Friendship University, Moscow 117198

Keywords:

benz-2-azepines, cyclic imines, phase-transfer catalysis, oxidation, cycloaddition

Abstract

On oxidizing substituted 1,2,4,5-tetrahydro-3H-spiro[benz-2-azepine-3,1'-cyclohexanes] with potassium permanganate under phase-transfer catalysis conditions the corresponding 4,5-dihydro derivatives are formed in quantitative yield. By the action of allyl- and benzylmagnesium halides 5‑methyl-4,5-dihydro-3H-spiro[benz-2-azepine-3,1'-cyclohexane] is converted into 5-methyl-1,2,4,5-tetrahydro-1-allyl(benzyl)-3H-spiro[benz-2-azepine-3,1'-cyclohexane], and by reaction with phenoxyketene and dichlorocarbene into the corresponding 2-oxoazetidino[4,1-a]- and 1,1‑dichloroaziridino[3,1-a]benz-2-azepines.

How to Cite
Varlamov, A. V.; Zubkov, F. I.; Lazareva, E. V.; Chernyshev, A. I.; Grudinin, D. G. Chem. Heterocycl. Compd. 2001, 37, 1251. [Khim. Geterotsikl. Soedin. 2001, 1368.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1013805812281

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Published

2001-10-25

Issue

No. 10 (2001)

Section

Original Papers