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Acetylenchemie 7. Mitt.: Mechanistische Studien zur Synthese von Pyrano-[3,2-c]chinolin-Alkaloiden aus 4-Hydroxychinolin-2-onen und 3-Chlor-3-methylbut-1-in
Authors:Johannes Reisch  Reza A. Salehi-Artimani  Andreas Bathe  Michael Müller
Affiliation:(1) Institut für Pharmazeutische Chemie, Universität Münster, D-4400 Münster, Bundesrepublik Deutschland
Abstract:The pyrano-cyclisation of 4-hydroxy-(1-methyl)-1H-quinoline-2-one with 3-chlor-3-methylbut-1-yne, supposed to proceed via an ether or vinyl intermediate, is studied by alkylating different 4-hydroxyquinolines. The nine derivatives characterized favour the ether-pathway (ldquoSpäth typerdquo chromene synthesis).
Keywords:Pyrano[3,2-c]quinoline-alkaloids  4-Hydroxyquinoline-2-ones  Alkylation  Phase-transfer-catalysis  Sigmatropic rearrangement    /content/v23354v546665665/xxlarge8220.gif"   alt="  ldquo"   align="  MIDDLE"   BORDER="  0"  >Spä  th type  /content/v23354v546665665/xxlarge8221.gif"   alt="  rdquo"   align="  MIDDLE"   BORDER="  0"  > chromene synthesis
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