Gold Catalyzed Decarboxylative Cross-Coupling of Iodoarenes
Gold Catalyzed Decarboxylative Cross-Coupling of Iodoarenes
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DOI：
10.1021/jacs.0c06244
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发表时间：
2020-07-29
影响因子：
15
通讯作者：
Topczewski, Joseph J.
中科院分区：
文献类型：
--
作者：
Daley, Ryan A.;Morrenzin, Aaron S.;Topczewski, Joseph J.
本报告详细介绍了（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（bbb25例，产率高达96%）。该反应是位点特异性的，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（f -邻位）定性相关。与分离的金配合物的反应和DFT计算支持在金(I)阳离子上通过氧化加成进行的机制，在金(I)或银(I)种上脱羧都是可行的。
This report details a decarboxylative cross-coupling of (hetero)aryl carboxylates with iodoarenes in the presence of a gold catalyst (>25 examples, up to 96% yield). This reaction is site specific, which overcomes prior limitations associated with gold catalyzed oxidative coupling reactions. The reactivity of the (hetero)aryl carboxylate correlates qualitatively to the field effect parameter (F-ortho). Reactions with isolated gold complexes and DFT calculations support a mechanism proceeding through oxidative addition at a gold(I) cation with decarboxylation being viable at either a gold(I) or a silver(I) species.