Cyclization of dialkyl(4-hydroxy-2-butynyl)-(3 isopropenylpropargyl)ammonium salts and intramolecular recyclization of the resultant products |
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| Authors: | E. O. Chukhajian M. K. Nalbandyan G. A. Panosyan |
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| Affiliation: | (1) Institute of Organic Chemistry, National Academy of Sciences, Republic of Armenia, 375091 Yerevan, Armenia;(2) Molecular Structure Research Center, National Academy of Sciences, Republic of Armenia, 375014 Yerevan, Armenia |
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| 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-hydroxymethyl-6-methylisoindolinium chlorides, which recyclize to dialkyl(6-methyl-1,3-dihydro-4-isobenzofuranylmethyl)amines by the action of a two-fold molar excess of KOH in water. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 528–532, April, 2007. |
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| Keywords: | dialkyl(4-hydroxy-2-butynyl)(3-isopropenylpropargyl)ammonium salts dialkyl(6-methyl-1,3-dihydro-4-isobenzofuranylmethyl)amines intramolecular cyclization base catalysis recyclization |
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