A General and Mild Copper-Catalyzed Arylation of Diethyl Malonate

Edward J. Hennessy and Stephen L. Buchwald*
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139
Org. Lett., 2002, 4 (2), pp 269–272
DOI: 10.1021/ol017038g
Publication Date (Web): January 4, 2002
Copyright © 2002 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.

, sbuchwal@mit.edu

Abstract

Abstract Image

A general method for the synthesis of α-aryl malonates is described. The coupling of an aryl iodide and diethyl malonate in the presence of Cs2CO3 and catalytic amounts of copper(I) iodide and 2-phenylphenol affords the α-aryl malonate in good to excellent yields. The mild reaction conditions and high levels of functional group compatibility make this an attractive synthetic alternative to previous methods.

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History

  • Published In Issue January 24, 2002
  • Received November 12, 2001

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