Gold Catalyzed Decarboxylative Cross-Coupling of Iodoarenes,Journal of the American Chemical Society

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Gold Catalyzed Decarboxylative Cross-Coupling of Iodoarenes
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2020-07-07 , DOI: 10.1021/jacs.0c06244
Ryan A Daley ₁ , Aaron S Morrenzin ₂ , Sharon R Neufeldt ₂ , Joseph J Topczewski ₁

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This report details a decarboxylative cross-coupling of (hetero)aryl carboxylates with iodoarenes in the presence of a gold cata-lyst (>25 examples, up to 96% yield). This reaction is site specific, which overcomes prior limitations associated with gold cat-alyzed oxidative coupling reactions. The reactivity of the (hetero)aryl carboxylate correlates qualitatively to the field effect pa-rameter (Fortho). Reactions with isolated gold complexes and DFT calculations support a mechanism proceeding through oxida-tive addition at a gold(I) cation with decarboxylation being viable at either gold(I) or silver(I) species.

中文翻译：

金催化的碘芳烃脱羧交叉偶联反应

该报告详细介绍了（杂）芳基羧酸酯与碘芳烃在金催化剂存在下的脱羧交叉偶联（> 25 个例子，产率高达 96%）。该反应是位点特异性的，它克服了与金催化氧化偶联反应相关的先前限制。(杂)芳基羧酸酯的反应性与场效应参数(Fortho)定性相关。与分离的金配合物的反应和 DFT 计算支持通过在金 (I) 阳离子上氧化加成进行的机制，脱羧在金 (I) 或银 (I) 物种中都是可行的。

更新日期：2020-07-07

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