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Copper-Catalyzed Multi-Component Reactions - Yusuke Ohta

Copper-Catalyzed Multi-Component Reactions

Synthesis of Nitrogen-Containing Polycyclic Compounds

(Autor)

Buch | Softcover
XVI, 104 Seiten
2013 | 2011
Springer Berlin (Verlag)
978-3-642-26701-7 (ISBN)
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As the concept of Green Chemistry becomes ever more important, the findings presented in this book may provide efficient and atom-economical approaches to the diversity-oriented synthesis of bioactive compounds containing a complex structure.
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.

Synthesis of Indole DerivativesConstruction of 2-(Aminomethyl)indoles through Copper-Catal¬yzed Domino Three-Component Coupling and CyclizationFacile Synthesis of 1,2,3,4-Tetrahydro-beta-carbolines by One-Pot Domino Three-Component Indole Formation and Nucleophilic CyclizationConcise Synthesis of Indole-Fused 1,4-Diazepines through Copper(I)-Catalyzed Domino Three-Component Coupling-Cyclization-N-Arylation under Microwave IrradiationSynthesis of Isoquinoline DerivativesFacile Synthesis of 3-(Aminomethyl)isoquinolines by Copper-Catalyzed Domino Four-Component Coupling and CyclizationRapid Access to 3-(Aminomethyl)isoquinoline-Fused Polycyclic Compounds by Copper-Catalyzed Four-Component Coupling, Cascade Cyclization, and OxidationConclusionsAcknowledgements

Erscheint lt. Verlag 25.2.2013
Reihe/Serie Springer Theses
Zusatzinfo XVI, 104 p.
Verlagsort Berlin
Sprache englisch
Maße 155 x 235 mm
Gewicht 181 g
Themenwelt Medizin / Pharmazie Pharmazie
Naturwissenschaften Biologie Biochemie
Naturwissenschaften Chemie Organische Chemie
Schlagworte atom economy • Bioactive Compounds • complex heterocyclic structures • copper salt • Green chemistry • indole derivatives • isoquinoline derivatives • Katalyse • multicomponent coupling • multi-component reaction • one-pot reaction
ISBN-10 3-642-26701-7 / 3642267017
ISBN-13 978-3-642-26701-7 / 9783642267017
Zustand Neuware
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