14 research outputs found

    Limitations of the Wittig-Horner-type annulation of fluorobutenolide moiety to 3-hydroxyquinoline-2,4(2H,3H)-diones. Novel modifications of the Perkow reaction including fluorinated acyloxy leaving groups

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    3-(Fluoracyloxy)chinolin-2,4(1H,3H)-diony reagují s triethyl-fosfitem buď za vzniku produktu Perkowovy reakce nebo za vzniku odpovídajícího 4-ethoxychinolin-2(1H)-onu. V obou reakcích je odstupující skupinou fluorkarboxylátový anion. U odpovídajícího 3-(fluorjodacetoxy)derivátu toto pozorování vylučuje využití intramolekulární Wittigovy-Hornerovy syntézys k modifikaci chinolin-2,4(1H, 3H)-dionů cyklizací fluorované but-2-enolidové skupiny.3-(Fluoroacyloxy)quinoline-2,4(1H,3H)-diones react with triethyl phosphite to afford either the product of the Perkow reaction or the corresponding 4-ethoxyquinolin-2(1H)-one. In both reactions, the fluorocarboxylate anion acts as the leaving group. For the corresponding 3-(fluoroiodoacetoxy) derivative this observation precludes the application of the intramolecular Wittig-Horner synthesis to modify quinoline-2,4(1H, 3H)-diones by the annulation of a fluorinated but-2-enolide moiety

    Activation analysis in Czechoslovakia and in the Czech Republic: more than 50 years of activities

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