Synthesis of chlorine-substituted naphtho- and benzisoindolinium salts by base-catalyzed intramolecular cyclization of ammonium salts

Authors

  • Э. О. Чухаджян Institute of Organic Chemistry, National Academy of Sciences of the Armenian Republic, Erevan
  • Эл. О. Чухаджян Institute of Organic Chemistry, National Academy of Sciences of the Armenian Republic, Erevan
  • К. Г. Шахатуни Institute of Organic Chemistry, National Academy of Sciences of the Armenian Republic, Erevan
  • Н. Т. Геворкян Institute of Organic Chemistry, National Academy of Sciences of the Armenian Republic, Erevan

Abstract

It was shown that ammonium salts containing a propargyl group together with 3-α-naphthyl-2,3-dichloroallyl or 3-p-tolyl-2,3-dichloroallyl groups undergo cyclization-dehydrochlorination in an aqueous alkaline medium, forming chlorine-substituted naphthisoindolinium and benzisoindolinium salts. If the 3-phenylpropargyl and 3-p-tolyl-2,3-dichloroallyl groups are both present in the molecule of the ammonium salt the latter group enters exclusively into cyclization as diene fragment.

How to Cite
Chukhadzhyan, É. O.; Chukhadzhyan, É. O.; Shakhatuni, K. G.; Gevorkyan, N. T. Chem. Heterocycl. Compd. 1998, 34, 912. [Khim. Geterotsikl. Soedin. 1998, 34, 1061.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02311325

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Published

1998-08-25

Issue

No. 8 (1998)

Section

Original Papers