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

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• 作者：Duo Zhao ; Yongwen Jiang ; ^{jiangyw@sioc.ac.cn" class="auth_mail} ; Dawei Ma ; ^{madw@sioc.ac.cn" class="auth_mail} ; ^{madw@mail.sioc.ac.cn" class="auth_mail}
• 关键词：Coupling
• 刊名：Tetrahedron
• 出版年：20 May, 2014
• 年：2014
• 卷：70
• 期：20
• 页码：3327-3332
• 全文大小：635 K

文摘

CuI/trans-4-hydroxy-l-proline catalyzed coupling of aryl iodides with tert-butyl 尾-keto esters proceeded smoothly at 40聽掳C in DMF, providing 伪-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聽掳C in dioxane delivered 伪-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.