Anionic Four-Electron Donor-Based Palladacycles as Catalysts for Addition Reactions of Arylboronic Acids with α,β-Unsaturated Ketones, Aldehydes, and α-Ketoesters

Ping He, Yong Lu, Cheng-Guo Dong, and Qiao-Sheng Hu*
Department of Chemistry, College of Staten Island and the Graduate Center of the City University of New York, Staten Island, New York 10314
Org. Lett., 2007, 9 (2), pp 343–346
DOI: 10.1021/ol062814b
Publication Date (Web): December 16, 2006
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.

, qiaohu@mail.csi.cuny.edu

Abstract

Abstract Image

Anionic four-electron donor-based palladacycle-catalyzed 1,4-additions of arylboronic acids with α,β-unsaturated ketones and 1,2-additions of arylboronic acids with aldehydes and α-ketoesters are described. Our study demonstrated that palladacycles were highly efficient, practical catalysts for these addition reactions. The work described here not only opened a new paradigm for the application of palladacycles, but may also pave the road for other metalacycles as practically useful catalysts for such addition reactions including asymmetric ones.

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History

  • Published In Issue January 18, 2007
  • Received November 19, 2006

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