Robust NHC-palladacycles-catalyzed Suzuki-Miyaura cross-coupling of amides via C-N activation
Robust NHC-palladacycles-catalyzed Suzuki-Miyaura cross-coupling of amides via C-N activation
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DOI：
10.1016/j.gresc.2020.06.001
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发表时间：
2020-06-01
期刊：
影响因子：
--
通讯作者：
Tu, Tao
中科院分区：
文献类型：
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作者：
Deng, Qinyue;Zheng, Qingshu;Tu, Tao
合成了稳定的NHC-钯杂环化合物（NHC = N-杂环卡宾），并对含N-乙酰基/苄基取代基的非活性酰胺与芳基硼酸的Suzuki-Miyaura偶联反应表现出很高的催化活性，以良好的产率生成了多种酮。这种前所未有的和实用的palladacycles催化Suzuki-Miyaura交叉偶联的酰胺与硼酸通过选择性C-N键活化归因于强的σ-供体和弱的π-受体性质的苊咪唑亚基，这可能会突出他们的潜力，在其他具有挑战性的偶联转化涉及非活性酰胺。
Robust NHC-palladacycles (NHC =N-heterocyclic carbene) were synthesized and exhibited high catalytic activity towards Suzuki-Miyaura cross-coupling reactions between inactive amides with N-acetyl/benzyl substituents and aryl boronic acids, producing diverse ketones in good to excellent yields. This unprecedented and practical palladacycles-catalyzed Suzuki-Miyaura cross-coupling of amides with boronic acids via selective C-N bond activation was attributed to the strong & sigma;-donor and weak & pi;-acceptor properties of acenaphthoimidazolylidene, which may highlight their potential in other challenging coupling transformations involving inactive amides.