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

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 tosylhyd...

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Veröffentlicht in:Chemistry : a European journal 2008-05, Vol.14 (16), p.4792-4795
Hauptverfasser: Barluenga, José, Tomás-Gamasa, María, Moriel, Patricia, Aznar, Fernando, Valdés, Carlos
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Sprache:eng
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Zusammenfassung: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).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.200800390