镍/氮杂环卡宾催化的芳基氨基甲酸酯的 Suzuki-Miyaura 型交叉偶联反应。
Nickel/N-Heterocyclic Carbene-Catalyzed Suzuki-Miyaura Type Cross-Coupling of Aryl Carbamates.
机构信息
Center for Atomic and Molecular Technologies, Graduate School of Engineering, Osaka University , Suita, Osaka 565-0871, Japan.
Department of Applied Chemistry, Faculty of Engineering, Osaka University , Suita, Osaka 565-0871, Japan.
出版信息
J Org Chem. 2016 Oct 7;81(19):9409-9414. doi: 10.1021/acs.joc.6b01627. Epub 2016 Sep 20.
The utility of N-heterocyclic carbene ligands in nickel-catalyzed Suzuki-Miyaura cross-coupling of aryl esters and carbamates is investigated. Imidazol-2-ylidene bearing 2-adamantyl groups at its nitrogen atoms generates the most active nickel species among the ligands examined, allowing cross-coupling of a range of aryl carbamates and pivalates. Unlike the previously reported system using tricyclohexylphosphine, this protocol is suitable for the cross-coupling using arylboronic esters in addition to arylboronic acids.
研究了 N-杂环卡宾配体在镍催化的芳基酯和氨基甲酸酯的 Suzuki-Miyaura 交叉偶联反应中的应用。在氮原子上带有 2-金刚烷基的咪唑-2-亚基生成了在所研究的配体中最活跃的镍物种，允许一系列芳基氨基甲酸酯和特戊酸酯的交叉偶联。与之前使用三环己基膦的报道体系不同，该方案除了适用于芳基硼酸外，还适用于芳基硼酸酯的交叉偶联。
Zotero 插件