Synthesis and intramolecular recyclization of 2,2-dialkyl-6-chloro-4-hydroxymethyl-benzo[<Emphasis Type="Italic">f</Emphasis>]isoindolinium salts |
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Authors: | E O Chukhajian A A Khachatryan A R Gevorkyan G A Panosyan |
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Institution: | (1) Institute of Organic Chemistry, National Academy of Sciences of the Republic of Armenia, Armenia;(2) Molecular Structure Research Center, National Academy of Sciences of the Republic of Armenia, Erevan, 375014 |
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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-hydroxymethylbenzof]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-dihydronaphtho1,2-c]furans.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 834–840, June, 2007. |
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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 |
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