BASE CATALYZED INTRAMOLECULAR CYCLOADDITION OF DIALKYL(4-HYDROXYBUTYN2-YL)[3-(<i>p</i>-TOLYL)PROPYN-2-YL]AMMONIUM CHLORIDES AND INTRAMOLECULAR RECYCLIZATION OF THE PRODUCTS OBTAINED

Authors

  • Э. О. Чухаджян Institute of Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia
  • Л. В. Айрапетян Institute of Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia
  • Эл. О. Чухаджян Institute of Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia
  • Г. А. Паносян Molecular Structure Research Center, National Academy of Sciences of Armenia

DOI:

https://doi.org/10.1007/2798

Keywords:

4-dialkylaminomethyl-8-methyl-1, 3-dihydronaphtho[1, 2-c]furans, dialkyl(4-hydroxybutyn-2 yl)[3-(p-tolyl)propyn-2-yl]ammonium chlorides, 2, 2-dialkyl-4-hydroxymethyl-6-methylbenzo[f]isoindolinium chlorides, intramolecular cyclization, base catalysis, recyclization

Abstract

Dialkyl(4-hydroxybutyn-2-yl)[3-(p-tolyl)propyn-2-yl]ammonium chlorides undergo a diene synthesis type intramolecular cyclization in aqueous base medium to give 2,2-dialkyl-4-hydroxymethyl-6-methyl-benzo[f]isoindolinium chlorides. Under conditions of aqueous base fission intramolecular cyclization of the latter gives 4-dialkylaminomethyl-8-methyl-1,3-dihydronaphtho[1,2-c]furans.

How to Cite
Chukhajian, E. O.; Ayrapetyan, L. V.; Chukhajian, El. O.; Panosyan, H. A. Chem. Heterocycl. Compd. 2010, 46, 151. [Khim. Geterotsikl. Soedin. 2010, 187.]

For this article in the English edition see DOI 10.1007/s10593-010-0486-1

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Published

2015-11-26

Issue

No. 2 (2010)

Section

Original Papers