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Cyclization of dialkyl(4-hydroxy-2-butynyl)-(3 isopropenylpropargyl)ammonium salts and intramolecular recyclization of the resultant products

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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References

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 528–532, April, 2007.

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Chukhajian, E.O., Nalbandyan, M.K. & Panosyan, G.A. Cyclization of dialkyl(4-hydroxy-2-butynyl)-(3 isopropenylpropargyl)ammonium salts and intramolecular recyclization of the resultant products. Chem Heterocycl Compd 43, 430–433 (2007). https://doi.org/10.1007/s10593-007-0061-6

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  • DOI: https://doi.org/10.1007/s10593-007-0061-6

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