ENGLISH

Copper-Catalyzed Multi-Component Reactions: Synthesis of Nitrogen-Containing Polycyclic Compounds

By Yusuke Ohta (auth.)

Book information

Publisher
Springer-Verlag Berlin Heidelberg
Year
2011
ISBN
3642154727, 9783642154720
DOI
10.1007/978-3-642-15473-7
Open Library ID
OL25161823M
Language
english
Format
PDF
Filesize
802 kB (821751 bytes)
Series
Springer Theses
Edition
1
Pages
104\119
Time added
2011-06-04 13:46:07
Organic Chemistry; Medicinal Chemistry

Description

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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