Copper(I) iodide-catalysed arylation of acetoacetate to yield 2-arylacetic acid esters

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• 作者：Jacob G. Zeevaart ; Christopher J. Parkinson ; Charles B. de Koning
• 关键词：Ethyl acetoacetate ; Arylacetic acid esters ; CuI ; Enolate arylation ; Aryl iodide
• 刊名：Tetrahedron Letters
• 出版年：2007
• 出版时间：30 April 2007
• 年：2007
• 卷：48
• 期：18
• 页码：3289-3293
• 全文大小：154 K

文摘

The C–C coupling reaction between ethyl acetoacetate and aryl halides in the presence of CuI is described. The effects of solvent, ligands such as vicinal diamines and amino acids, base and temperature are reported. The arylated acetoacetate ester is deacylated under the reaction conditions resulting in the generation of 2-arylacetic acid esters, constituting a mild alternative to direct arylation of carboxylate esters.