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Ohta, Yusuke

Copper-Catalyzed Multi-Component Reactions Synthesis of Nitrogen-Containing Polycyclic Compounds (Gebundene Ausgabe)


Reihe: Springer Theses

Springer-Verlag GmbH, Juli 2011


104 S. - Sprache: Englisch - 42 schwarz-weiße Abbildungen - 244x164x17 mm

ISBN: 3642154727 EAN: 9783642154720

A copper-catalyzed direct synthesis of 2-(aminomethyl)indoles by catalytic domino reaction including multi-component coupling was developed, and is the first example of a three-component indole formation without producing salts as a byproduct. Based on this reaction, a copper-catalyzed synthesis of 3-(aminomethyl)isoquinoline was accomplished which represents an unprecedented isoquinoline synthesis through a four-component coupling reaction. Following these results, extensive application studies using one-pot palladium-, acid-, or base-promoted cyclization revealed that indole- or isoquinoline-fused polycyclic compounds can be readily synthesized through multi-component reactions. As the concept of Green Chemistry becomes ever more important, these findings may provide efficient and atom-economical approaches to the diversity-oriented synthesis of bioactive compounds containing a complex structure. This could lead to development of promising drug leads with structural complexity. The work of this thesis will go on to inspire the synthetic research of many readers.


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Produktdetails

Nominated by the University of Kyoto (Pharmaceutical Sciences), Japan for a Springer Theses Prize. The work of the thesis will inspire synthetic research of many readers. This research is the first example of a three-component Indole formation without producing salts as a byproduct.

Inhaltsverzeichnis

Synthesis of Indole Derivatives Construction of 2-(Aminomethyl)indoles through Copper-Catal?yzed Domino Three-Component Coupling and Cyclization Facile Synthesis of 1,2,3,4-Tetrahydro-ß-carbolines by One-Pot Domino Three-Component Indole Formation and Nucleophilic Cyclization Concise Synthesis of Indole-Fused 1,4-Diazepines through Copper(I)-Catalyzed Domino Three-Component Coupling-Cyclization-N-Arylation under Microwave Irradiation Synthesis of Isoquinoline Derivatives Facile Synthesis of 3-(Aminomethyl)isoquinolines by Copper-Catalyzed Domino Four-Component Coupling and Cyclization Rapid Access to 3-(Aminomethyl)isoquinoline-Fused Polycyclic Compounds by Copper-Catalyzed Four-Component Coupling, Cascade Cyclization, and Oxidation Conclusions Acknowledgements


ISBN 3-642-15472-7

ISBN 978-3-642-15472-0

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