Pd‐Catalyzed Cross‐Coupling Reactions with Carbonyls: Application in a Very Efficient Synthesis of 4‐Aryltetrahydropyridines

Abstract

Scaffold builders: Readily available 4-piperidones are directly employed in a very efficient Pd-catalyzed synthesis of 4-aryltetrahydropyridines, which are important scaffolds in medicinal chemistry. The actual coupling partner, a tosylhydrazone, is generated in situ from the piperidone and tosylhydrazine. The reaction can be applied to other ketones and aldehydes, providing polysubstituted olefins directly from carbonyls by a very simple and efficient procedure (see scheme). Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2111/2008/z800390_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.