Air-Stable PinP(O)H as Preligand for Palladium-Catalyzed Kumada Couplings of Unactivated Tosylates

Lutz Ackermann* and Andreas Althammer
Department of Chemistry and Biochemistry, Ludwig-Maximilians-Universitt Mnchen, Butenandtstrasse 5-13, D-81377 Mnchen, Germany
Org. Lett., 2006, 8 (16), pp 3457–3460
DOI: 10.1021/ol061116o
Publication Date (Web): July 4, 2006
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, lutz.ackermann@cup.uni-muenchen.de

Abstract

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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.

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History

  • Published In Issue August 03, 2006
  • Received May 6, 2006

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