Di-tert-butylneopentylphosphine (DTBNpP): An Efficient Ligand in the Palladium-Catalyzed [alpha]-Arylation of Ketones

Di-tert-butylneopentylphosphine (DTBNpP): An Efficient Ligand in the Palladium-Catalyzed [alpha]-Arylation of Ketones

Di-tert-butylneopentylphosphine (DTBNpP) and palladium(II) acetate provide an efficient catalytic system for the [alpha]-arylation of ketones. Aryl bromides were coupled with ketones using 0.25-0.5 mol-% Pd(OAc)2/DTBNpP in toluene at 50 °C, whereas aryl chlorides required a higher catalyst loading (...

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Veröffentlicht in:European journal of organic chemistry 2014-11, Vol.2014 (33), p.7395
Hauptverfasser: Raders, Steven M, Jones, Jessica M, Semmes, Jeffrey G, Kelley, Steven P, Rogers, Robin D, Shaughnessy, Kevin H
Format: Artikel
Sprache:eng
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Zusammenfassung:Di-tert-butylneopentylphosphine (DTBNpP) and palladium(II) acetate provide an efficient catalytic system for the [alpha]-arylation of ketones. Aryl bromides were coupled with ketones using 0.25-0.5 mol-% Pd(OAc)2/DTBNpP in toluene at 50 °C, whereas aryl chlorides required a higher catalyst loading (0.5-2.0 mol-%) and a higher temperature (80 °C). Coupling of 2-bromophenol with ketones using the Pd/DTBNpP system provides an efficient route for the synthesis of benzofurans.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201402474