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Gold‐Catalyzed Oxidative Cross‐Coupling Reactions among Two Distinct Arenes and One Gold Carbene with Phosphoric Acids as Cocatalysts
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-10-06 , DOI: 10.1002/adsc.202000879
Manoj D. Patil, Balaji S. Kale, Rai‐Shung Liu

Gold‐catalyzed oxidative cross‐coupling reactions of two distinct arenes with one gold carbene furnish triarylmethane products. Notably, competitive homo‐coupling reactions are efficiently suppressed with a phosphoric acid as co‐catalyst (10 mol%) in THF. These cross‐coupling reactions have a wide scope of applicable substrates, with respect to indoles, arylamines, and α‐aryl diazo cyanides or esters. Our mechanistic analysis indicates that the basicity of the arylanilines greatly affects the cross‐coupling efficiency.

中文翻译:

金在两个不同的芳烃和一个金碳烯之间的金催化氧化交叉偶联反应,并以磷酸为助催化剂

两个不同的芳烃与一个金卡宾的金催化的氧化交叉偶联反应提供了三芳基甲烷产物。值得注意的是,在THF中使用磷酸作为助催化剂(10 mol%)可有效抑制竞争性均偶联反应。这些交叉偶联反应对于吲哚,芳基胺和α-芳基重氮氰化物或酯具有广泛的适用底物。我们的机理分析表明,芳基苯胺的碱度极大地影响了交叉偶联效率。
更新日期:2020-10-06
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