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Darstellung Funktionalisierter Organofluorverbindungen Durch Die Entwicklung Fluorierend Spaltbarer Linker Fur Die Festphasensynthese Und Durch Aromatische Substitution

Darstellung Funktionalisierter Organofluorverbindungen Durch Die Entwicklung Fluorierend Spaltbarer Linker Fur Die Festphasensynthese Und Durch Aromatische Substitution

          
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About the Book

Organofluorverbindungen sind ein zentraler Bestandteil der modernen Wirkstoffforschung. In der vorliegenden Arbeit werden unterschiedliche Methoden zur Darstellung fluorierter Strukturen an fester und in flussiger Phase vorgestellt. Im ersten Teil der Arbeit konnte eine neue und vielfaltig anwendbare Strategie zur Darstellung von Organofluorverbindungen fur die kombinatorische Chemie entwickelt werden. Dazu wurden drei neue Schwefel-Linkersysteme synthetisiert, welche die Abspaltung der funktionalisierten Zielverbindungen vom polymeren Trager unter simultaner Einfuhrung der verschiedenen Fluorsubstituenten an der Position der Linkergruppe ermoglichen. Ausgehend von den Linkertypen mit Dithian-, Xanthogenat- und Dithioesterstruktur gelang durch oxidative Desulfurierung-Fluorierungsreaktion erstmals die Einfuhrung von CF_2-, OCF_3- und CF_3-Einheiten an aromatischen Strukturen im Abspaltungsschritt. Neben den Optimierungen zum Aufbau der unterschiedlichen Linkersysteme sowie der jeweiligen fluorierenden Spaltungsbedingungen waren am Dithian- und am Dithioester-Linker zahlreiche Funktionalisierungen der immobilisierten Substrate in mehrstufigen Reaktionssequenzen moglich. Die Linker erwiesen sich als kompatibel mit einer Vielzahl von wichtigen organisch-chemischen Transformationen. Anhand des Dithian-Linkers konnte durch die erfolgreiche Synthese dreier zweidimensionaler Bibliotheken von gem-difluorierten Verbindungen das hohe Potential der entwickelten Methode fur eine kombinatorische Anwendung in der modernen Wirkstoffforschung demonstriert werden. Im zweiten Teil der Arbeit wurde unter Verwendung hypervalenter Iod(III)-CF_3-Reagenzien eine neuartige, effiziente Strategie zur direkten, elektrophilen Trifluormethylierung einer Reihe unterschiedlicher Homo- und N-Heteroaromaten entwickelt. In Abhangigkeit von den jeweiligen Substraten fuhrte eine Aktivierung durch Zink- bzw. Silicium-Additive zu guten bis ausgezeichneten Ausbeuten der entsprechenden Trifluormethylaryle.


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Product Details
  • ISBN-13: 9783832524951
  • Publisher: Logos Verlag Berlin
  • Binding: Paperback
  • Language: German
  • Returnable: N
  • Spine Width: 0 mm
  • Width: 145 mm
  • ISBN-10: 3832524959
  • Publisher Date: 30 Jun 2010
  • Height: 210 mm
  • No of Pages: 280
  • Series Title: Beitrage Zur Organischen Synthese
  • Weight: 700 gr


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Darstellung Funktionalisierter Organofluorverbindungen Durch Die Entwicklung Fluorierend Spaltbarer Linker Fur Die Festphasensynthese Und Durch Aromatische Substitution
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