Synthesis of dialkyltetrahydrobenz[<i>f</i>]isoindoline, dialkyl-4-Δ′-cyclohexenylbenz[<i>f</i>]isoindoline, and dimethyl-4-alkenylnaphth[<i>f</i>]isoindoline salts through base-catalyzed intramolecular cyclization of quaternary ammonium salts

Authors

  • Э. О. Чухаджян Institute of Organic Chemistry, Armenian Academy of Sciences, Erevan 375094
  • Эл. O. Чихаджян Institute of Organic Chemistry, Armenian Academy of Sciences, Erevan 375094
  • К. Г. Шахатуни Institute of Organic Chemistry, Armenian Academy of Sciences, Erevan 375094
  • Н. T. Геворкян Institute of Organic Chemistry, Armenian Academy of Sciences, Erevan 375094
  • А. T. Бабаян Institute of Organic Chemistry, Armenian Academy of Sciences, Erevan 375094

Abstract

Dialkylpropargyl(3-Δ′-cyclohexenylpropargyl)ammonium salts are cyclized in the presence of a base catalyst to give dialkyltetrahydrobenz[f]isoindoline salts in high yields. When the 3-Δ′-cyclohexenylpropargyl and 3 phenylpropargyl groups are both present in the ammonium salt molecule, cyclization proceeds in more than one direction. Salts which contain both the 3-α-naphthylpropargyl and 3-alkenylpropargyl groups are also cyclized in two possible ways.

How to Cite
Chukhadzhyan, É. O.; Chukhadzhyan, É. O.; Shakhatuni, K. G.; Gevorkyan, N. T.;  Babayan, A. T. Chem. Heterocycl. Compd. 1996, 32, 280. [Khim. Geterotsikl. Soedin. 1996, 328.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169243

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Published

1996-03-25

Issue

No. 3 (1996)

Section

Original Papers