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Multi-component Reactions Initiated via Sonogashira Coupling

Karpov, Alexei S.

German Title: Mehrkomponenten-Reaktionen basierend auf der Sonogashira-Kupplung

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Abstract

It was shown that arylbromides bearing electron-withdrawing groups in appropriate positions can be subjected to Sonogashira coupling with terminal alkynes, producing internal alkynes that can now undergo a Michael addition with suitable secondary amines. This coupling-aminovinylation sequence can be performed in a one-pot fashion, providing a straightforward access to push-pull chromophores. By applying acid chlorides instead of arylbromides, it was possible to synthesize ynones that are highly reactive and valuable intermediates. Furthermore, we succeeded in directly converting these building blocks into beta-enaminones, pyrimidines and halofurans in a one-pot three-component fashion.

Item Type: Dissertation
Supervisor: Müller, Dr. Profes Thomas J. J.
Date of thesis defense: 15 April 2005
Date Deposited: 20 Apr 2005 08:05
Date: 2005
Faculties / Institutes: Fakultät für Chemie und Geowissenschaften > Institute of Organic Chemistry
Subjects: 540 Chemistry and allied sciences
Controlled Keywords: Eintopfreaktion, Sonogashira-Reaktion, Alkinone, Heterocyclische Verbindungen
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