Rhodium(III)-Catalyzed C–H Activation/Heterocyclization as a Macrocyclization Strategy. Synthesis of Macrocyclic Pyridones

Rhodium(III)-Catalyzed C–H Activation/Heterocyclization as a Macrocyclization Strategy. Synthesis of Macrocyclic Pyridones

Structurally diverse macrocyclic pyridones can be efficiently synthesized by a rhodium­(III)-catalyzed C–H activation/heterocyclization of ω-alkynyl α-substituted acrylic hydroxamates. The use of a O-pivaloyl hydroxamate as directing group was crucial to achieve efficient catalyst turnover in a redo...

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Veröffentlicht in:Organic letters 2017-05, Vol.19 (10), p.2706-2709
Hauptverfasser: Krieger, Jean-Philippe, Lesuisse, Dominique, Ricci, Gino, Perrin, Marc-Antoine, Meyer, Christophe, Cossy, Janine
Format: Artikel
Sprache:eng
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Chemical Sciences
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Zusammenfassung:Structurally diverse macrocyclic pyridones can be efficiently synthesized by a rhodium­(III)-catalyzed C–H activation/heterocyclization of ω-alkynyl α-substituted acrylic hydroxamates. The use of a O-pivaloyl hydroxamate as directing group was crucial to achieve efficient catalyst turnover in a redox-neutral process.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b01051