An Improved Catalyst System for the Pd-Catalyzed Fluorination of (Hetero)Aryl Triflates

An Improved Catalyst System for the Pd-Catalyzed Fluorination of (Hetero)Aryl Triflates

The stable Pd(0) species [(1,5-cyclooctadiene)(L·Pd)2] (L = AdBrettPhos) has been prepared and successfully evaluated as a precatalyst for the fluorination of aryl triflates derived from biologically active and heteroaryl phenols, challenging substrates for our previously reported catalyst system. A...

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Veröffentlicht in:Organic letters 2013-11, Vol.15 (21), p.5602-5605
Hauptverfasser: Lee, Hong Geun, Milner, Phillip J, Buchwald, Stephen L
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Halogenation
Mesylates - chemistry
Molecular Structure
Palladium - chemistry
Stereoisomerism
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Zusammenfassung:The stable Pd(0) species [(1,5-cyclooctadiene)(L·Pd)2] (L = AdBrettPhos) has been prepared and successfully evaluated as a precatalyst for the fluorination of aryl triflates derived from biologically active and heteroaryl phenols, challenging substrates for our previously reported catalyst system. Additionally, this precatalyst activates at room temperature under neutral conditions, generates 1,5-cyclooctadiene as the only byproduct, and leads to overall cleaner reaction profiles.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol402859k