SYNTHESIS AND INTRAMOLECULAR RECYCLIZATION OF 2,2-DIALKYL-6-CHLORO-4-HYDROXYMETHYLBENZO[<i>f</i>]ISOINDOLINIUM SALTS

Authors

  • Э. О. Чухаджян Institute of Organic Chemistry, National Academy of Sciences of the Republic of Armenia
  • А. А. Хачатрян Institute of Organic Chemistry, National Academy of Sciences of the Republic of Armenia
  • А. Р. Геворкян Institute of Organic Chemistry, National Academy of Sciences of the Republic of Armenia
  • Г. А. Паносян Molecular Structure Research Center, National Academy of Sciences of the Republic of Armenia, Erevan 375014

DOI:

https://doi.org/10.1007/7492

Keywords:

dialkyl(2-butynyl-4-hydroxy)[3-(p-chlorophenyl)propargyl]ammonium salts, 2, 2-dialkyl-6-chloro-4-hydroxymethylbenzo[f]isoindolinium salts, base catalysis, recyclization, cyclization

Abstract

The intramolecular cyclization of dialkyl(2-butynyl-4-hydroxy)[3-(p-chlorophenyl)propargyl]ammonium chlorides, catalyzed by aqueous KOH, was realized. It was shown that the obtained products – 2,2-dialkyl-6-chloro-4-hydroxymethylbenzo[f]isoindolinium  chlorides  – readily undergo recyclization  under the action of a twofold molar amount of KOH in aqueous solution with heating with the formation of 4-dialkylaminomethyl-8-chloro-1,3-dihydronaphtho[1,2-c]furans.

How to Cite
Chukhajian, E. O.; Khachatryan, A. A.; Gevorkyan, A. R.; Panosyan, G. A.  Chem. Heterocycl. Compd. 2007, 43, 701. [Khim. Geterotsikl. Soedin. 2007, 834.]

For this article in the English edition see DOI 10.1007/s10593-007-0114-x


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Published

2023-03-01

Issue

No. 6 (2007)

Section

Original Papers