Synthesis of Acyl Pyrroles via Palladium-Catalyzed Carbonylative Amination of Aryl and Alkenyl Iodides

Synthesis of Acyl Pyrroles via Palladium-Catalyzed Carbonylative Amination of Aryl and Alkenyl Iodides

A palladium-catalyzed synthesis of acyl pyrroles from aryl and alkenyl iodides is reported. This carbonylative amination requires only atmospheric (balloon) pressure of carbon monoxide and proceeds with Pd(PPh3)4 and Pd-NHC catalysts. Aryl and heteroaryl iodides give the corresponding acyl pyrroles...

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Veröffentlicht in:Journal of organic chemistry 2012-02, Vol.77 (4), p.2008-2012
Hauptverfasser: Ho, Stephanie, Bondarenko, Ganna, Rosa, David, Dragisic, Bojan, Orellana, Arturo
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
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Zusammenfassung:A palladium-catalyzed synthesis of acyl pyrroles from aryl and alkenyl iodides is reported. This carbonylative amination requires only atmospheric (balloon) pressure of carbon monoxide and proceeds with Pd(PPh3)4 and Pd-NHC catalysts. Aryl and heteroaryl iodides give the corresponding acyl pyrroles in good to excellent yields, while alkenyl iodides provide the corresponding acyl pyrroles in low to moderate yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo2022444