Magnesiation of Electron-Rich Aryl Bromides and Their Use in Nickel-Catalyzed Cross-Coupling Reactions

Stephen Y. W. Lau,*† Greg Hughes,† Paul D. O'Shea,† and Ian W. Davies‡
Department of Process Research, Merck Frosst Centre for Therapeutic Research, 16711 Trans Canada Highway, Kirkland, QC, Canada H9H 3L1, and Department of Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065
Org. Lett., 2007, 9 (11), pp 2239–2242
DOI: 10.1021/ol070841b
Publication Date (Web): May 5, 2007
Copyright © 2007 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.

,
†

 Merck Frosst Centre for Therapeutic Research.

,
‡

 Merck Research Laboratories.

, stephen_lau@merck.com

Abstract

Abstract Image

Electron-rich aryl bromides are rapidly converted to the corresponding lithium triarylmagnesiates with (n-Bu)3MgLi, which undergo efficient nickel-catalyzed Kumada−Corriu cross-coupling reactions with a variety of aryl and alkenyl bromides, chlorides, tosylates, and triflates.

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History

  • Published In Issue May 24, 2007
  • Received April 10, 2007

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