Tetrahedron

Copper-catalyzed coupling of aryl iodides and tert-butyl β-keto esters: efficient access to α-aryl ketones and α-arylacetic acid tert-butyl esters

D Zhao, Y Jiang, D Ma

Index: Zhao, Duo; Jiang, Yongwen; Ma, Dawei Tetrahedron, 2014 , vol. 70, # 20 p. 3327 - 3332

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Citation Number: 4

Abstract

Abstract CuI/trans-4-hydroxy-l-proline catalyzed coupling of aryl iodides with tert-butyl β-keto esters proceeded smoothly at 40 C in DMF, providing α-aryl ketones after acid-promoted deprotection and decarboxylation of tert-butyl ester group. While CuI/2-picolinic acid catalyzed coupling of aryl iodides with tert-butyl acetoacetate at 70 C in dioxane delivered α- arylacetic acid tert-butyl esters upon spontaneous deacylation. A wide range of functional ...