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Copper-catalyzed coupling of aryl iodides and tert-butyl beta-keto esters: efficient access to alpha-aryl ketones and alpha-arylacetic acid tert-butyl esters
Alternative Title铜催化的芳基碘代物与 b-酮基叔丁酯的偶联反应: 有效合成a-芳基酮和a-芳基乙酸叔丁酯
Zhao D(赵铎); Jiang YW(蒋咏文); Ma DW(马大为)
2014
Source PublicationTetrahedron
Volume70Issue:20Pages:3327-3332
AbstractCuI/trans-4-hydroxy-t-proline catalyzed coupling of aryl iodides with tert-butyl beta-keto esters proceeded smoothly at 40 degrees C in DMF, providing alpha-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 degrees C in dioxane delivered alpha-arylacetic acid tert-butyl esters upon spontaneous deacylation. A wide range of functional groups, such as acetyl, methoxy, nitrile, nitro, bromo, and chloro were compatible with the reaction conditions. (C) 2013 Elsevier Ltd. All rights reserved.
Subject Area生命有机化学
DOI10.1016/j.tet2013.10.017
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Indexed BySCI
Language英语
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Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/38944
Collection生命有机化学国家重点实验室
Corresponding AuthorMa DW(马大为)
Affiliation中科院上海有机化学研究所
Recommended Citation
GB/T 7714
Zhao D,Jiang YW,Ma DW. Copper-catalyzed coupling of aryl iodides and tert-butyl beta-keto esters: efficient access to alpha-aryl ketones and alpha-arylacetic acid tert-butyl esters[J]. Tetrahedron,2014,70(20):3327-3332.
APA 赵铎,蒋咏文,&马大为.(2014).Copper-catalyzed coupling of aryl iodides and tert-butyl beta-keto esters: efficient access to alpha-aryl ketones and alpha-arylacetic acid tert-butyl esters.Tetrahedron,70(20),3327-3332.
MLA 赵铎,et al."Copper-catalyzed coupling of aryl iodides and tert-butyl beta-keto esters: efficient access to alpha-aryl ketones and alpha-arylacetic acid tert-butyl esters".Tetrahedron 70.20(2014):3327-3332.
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