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Ligand-Free Palladium-Catalyzed Cyanation of Aryl Halides

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Steven A. Weissman,* Daniel Zewge, and Cheng Chen

Department of Process Research, Merck Research Laboratories, Merck & Co., Inc., Rahway, New Jersey 07065 steven_weissman@merck.com

J. Org. Chem., 2005, 70 (4), pp 1508–1510

DOI: 10.1021/jo0481250

Publication Date (Web): January 26, 2005

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

Abstract

A practical, ligand-free cyanation of aryl bromides that utilizes as little as 0.1 mol % Pd(OAc)₂ in combination with a nontoxic cyanide source, M₄[Fe(CN)₆] (M = K, Na), is described. The reactions are performed in DMAC at 120 °C and provide the corresponding aryl nitrile in 83−96% yield, typically in less than 5 h. TON values of up to 7100 were attained.

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Published In Issue February 18, 2005
Received October 22, 2004

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Ligand-Free Palladium-Catalyzed Cyanation of Aryl Halides

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

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