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Palladium-Catalyzed Synthesis of Aryl Ketones by Coupling of Aryl Bromides with an Acyl Anion Equivalent

Akihiro Takemiya and John F. Hartwig*

*Department of Chemistry, University of Illinois at Urbana-Champaign, 600 S Mathews, Urbana, IL 61801, Email: jhartwiguiuc.edu

A. Takemiya, J. F. Hartwig, J. Am. Chem. Soc., 2006, 128, 14800-14801.

DOI: 10.1021/ja064782t (free Supporting Information)


Abstract

Palladium-catalyzed couplings of aryl bromides with N-tert-butylhydrazones as acyl anion equivalents occurs at the C-position to form N-tert-butyl azo compounds. Isomerization of these azo compounds to the corresponding hydrazones, followed by hydrolysis, gave the desired mixed alkyl aryl ketones.

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Key Words

Aryl Ketones


ID: J48-Y2006-3750