CYCLIZATION OF DIALKYL(4-HYDROXY-2-BUTYNYL)(3-ISOPROPENYLPROPARGYL)AMMONIUM SALTS AND INTRAMOLECULAR RECYCLIZATION OF THE RESULTANT PRODUCTS

Authors

  • Э. О. Чухаджян Institute of Organic Chemistry, National Academy of Sciences, Republic of Armenia, 375091 Yerevan
  • М. К. Налбандян Institute of Organic Chemistry, National Academy of Sciences, Republic of Armenia, 375091 Yerevan
  • Г. А. Паносян Molecular Structure Research Center, National Academy of Sciences, Republic of Armenia, 375014 Yerevan

DOI:

https://doi.org/10.1007/7546

Keywords:

dialkyl(4-hydroxy-2-butynyl)(3-isopropenylpropargyl)ammonium salts, dialkyl(6-methyl-1, 3-dihydro-4-isobenzofuranylmethyl)amines, intramolecular cyclization, base catalysis, recyclization

Abstract

2,2-Dialkyl(4-hydroxy-2-butynyl)(3-isopropenylpropargyl)ammonium chlorides in the presence of 0.2 molar  equivalents  of KOH in water undergo facile cyclization to give 2,2-dialkyl-4-hydroxy-methyl-6-methylisoindolinium chlorides,  which recyclize to dialkyl(6-methyl-1,3-dihydro-4-isobenzo-furanylmethyl)amines by the action of a two-fold molar excess of KOH in water.

How to Cite
Chukhajian, E. O.; Nalbandyan, M. K.; Panosyan, G. A.  Chem. Heterocycl. Compd. 2007, 43, 430. [Khim. Geterotsikl. Soedin. 2007, 528.]

For this article in the English edition see DOI 10.1007/s10593-007-0061-6


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Published

2023-03-22

Issue

No. 4 (2007)

Section

Original Papers