Rhodium(III)-Catalyzed Synthesis of Spiropiperidine Derivatives via C-H Activation
Augustin Peneau1, Pascal Retailleau1, Catherine Guillou1
1Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ Paris-Sud, Université Paris-Saclay , 1 av. de la Terrasse, 91198 Gif-sur-Yvette, France.
Abstract:
Spiropiperidine derivatives, an important class of bioactive molecules, were synthesized under mild conditions by rhodium(III)-catalyzed intramolecular ArC-H activation. This reaction provides a novel route to highly substituted tricyclic spiropiperidines in good to excellent yields. Under acidic conditions the resulting enamines reacted with pendant amides to afford spiropiperidines derivatives possessing an original tetracyclic structure.
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