CYANOETHYLATION OF SUBSTITUTED 4-AZAFLUORENES. SYNTHESIS OF SPIRO[4-AZAFLUORENE-9-CYCLOPENTENES]

Authors

  • Н. М. Михайлова Russian People's Friendship, Moscow 117198
  • А. Н. Левов Russian People's Friendship, Moscow 117198
  • С. В. Гозун Russian People's Friendship, Moscow 117198
  • О. О. Тимонина Russian People's Friendship, Moscow 117198
  • Ф. Тозе Russian People's Friendship, Moscow 117198
  • А. В. Варламов Russian People's Friendship, Moscow 117198

DOI:

https://doi.org/10.1007/7771

Keywords:

azafluorene, spiroazafluorenecyclopentane, spiroazafluorenecyclopentene, intramolecular cyclization, cyanoethylation

Abstract

Cyanoethylation of 9-phenacyl(β-hydroxy-β-phenylethyl-, or acetamido)-4-azafluorenes under conditions of the Michael  reaction occurs  regioselectively at position 9. 1-Amino-4-azafluorene under these conditions forms 1-[N,N-di-(β-cyanoethyl)amino)]-(9-β-cyanoethyl)-4-azafluorene. The cyclization of 9-(β-cyanoethyl)-9-phenacyl-4-azafluorene has  been carried out into 1'-cyano-2'-phenylspiro[4-aza-fluorene-9,4'-cyclopentene and 1'-imino-2'-hydroxybenzylidenespiro[4-azafluorene-9.3'-cyclopentane]-substituted in the five-membered fragment.

How to Cite
Mikhailova, N. M.; Levov, A. N.; Gozun, S. V.; Timonina, O. O.; Toze, F.; Varlamov, A. V.  Chem. Heterocycl. Compd. 2006, 42, 1291. [Khim. Geterotsikl. Soedin. 2006, 1496.]

For this article in the English edition see DOI 10.1007/s10593-006-0237-5


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Published

2023-05-03

Issue

No. 10 (2006)

Section

Original Papers