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使用一种定义明确的N-杂环卡宾-钯(II)预催化剂实现苄基铵盐与硼酸的交叉偶联反应。

Cross coupling of benzylammonium salts with boronic acids using a well-defined N-heterocyclic carbene-palladium(ii) precatalyst.

作者信息

Wang Tao, Guo Jiarui, Wang Xiaojuan, Guo Han, Jia Dingli, Wang Hengjin, Liu Lantao

机构信息

Henan Engineering Laboratory of Green Synthesis for Pharmaceuticals, School of Chemistry and Chemical Engineering, Shangqiu Normal University Shangqiu Henan 476000 People's Republic of China

Henan Key Laboratory of Biomolecular Recognition and Sensing, School of Chemistry and Chemical Engineering, Shangqiu Normal University Shangqiu Henan 476000 People's Republic of China.

出版信息

RSC Adv. 2019 Feb 15;9(10):5738-5741. doi: 10.1039/c8ra10439e. eCollection 2019 Feb 11.

DOI:10.1039/c8ra10439e
PMID:35515917
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9060798/
Abstract

N-heterocyclic carbene-palladium(ii)-catalyzed cross-coupling of benzylammonium salts with arylboronic acids for the synthesis of diarylmethane derivatives C-N bond activation has been developed. Notably, in the presence of the easily prepared and bench-stable Pd-PEPPSI precatalyst, the Csp-N bond activation of the benzylammonium salt even proceeded smoothly in isopropanol at room temperature.

摘要

已开发出N-杂环卡宾-钯(II)催化苄基铵盐与芳基硼酸的交叉偶联反应以合成二芳基甲烷衍生物的C-N键活化反应。值得注意的是,在易于制备且在实验室中稳定的Pd-PEPPSI预催化剂存在下,苄基铵盐的Csp-N键活化甚至在室温下的异丙醇中也能顺利进行。

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本文引用的文献

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General Method for the Suzuki-Miyaura Cross-Coupling of Primary Amide-Derived Electrophiles Enabled by [Pd(NHC)(cin)Cl] at Room Temperature.室温下[Pd(NHC)(cin)Cl]促进的伯酰胺衍生亲电试剂的铃木-宫浦交叉偶联的通用方法。
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N-甲基氨基嘧啶酰胺(MAPA):在催化 N-C(O)裂解中具有高反应性和电子激活的酰胺。
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Pd-PEPPSI: Pd-NHC Precatalyst for Suzuki-Miyaura Cross-Coupling Reactions of Amides.Pd-PEPPSI:用于酰胺的 Suzuki-Miyaura 交叉偶联反应的 Pd-NHC 前催化剂。
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