Organic Letters 2006-08-03

Air-stable PinP(O)H as preligand for palladium-catalyzed Kumada couplings of unactivated tosylates.

Lutz Ackermann, Andreas Althammer

Index: Org. Lett. 8 , 3457, (2006)

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Abstract

[reaction: see text] Air-stable and easily accessible PinP(O)H enables highly efficient palladium-catalyzed Kumada cross-coupling reactions of aryl tosylates. The in situ generated catalyst proved applicable not only to electron-rich and electron-poor carbocyclic tosylates but also to heterocyclic tosylates, such as pyridine and quinoline derivatives. The results described herein constitute the first use of air-stable secondary phosphine oxides as preligands for transition-metal-catalyzed coupling reactions between organometallic species and tosylates.