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-Universität München, Butenandtstrasse 5-13, D-81377 München, Germany, Email: lutz.ackermanncup.uni-muenchen.de

L. Ackermann, A. Althammer, Org. Lett., 2006, 8, 3457-3460.

DOI: 10.1021/ol061116o

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Abstract

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.

see article for more examples

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Air-Stable Secondary Phosphine Oxide or Chloride (Pre)Ligands for Cross-Couplings of Unactivated Alkyl Chlorides

L. Ackermann, A. R. Kapdi, C. Schulzke, Org. Lett., 2010, 12, 2298-2301.

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Key Words

Kumada Coupling, Biaryls, Heterobiaryls

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ID: J54-Y2006-2290