Multi-component Reactions Initiated via Sonogashira Coupling

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.

Level thesis:degree_level

thesis.doctoral

Grantor dc:publisher

Universität Heidelberg

Year

2005

Author dc:creator

• Karpov, Alexei S.

Contributors dc:contributor

• Müller, Thomas J. J.

Repository record source_url

http://www.ub.uni-heidelberg.de/archiv/5495

OAI identifier oai:identifier

oai:archiv.ub.uni-heidelberg.de:5495