B(C
<sub>6</sub>
F
<sub>5</sub>
)
<sub>3</sub>
‐Catalyzed Tandem Friedel‐Crafts and C−H/C−O Coupling Reactions of Dialkylanilines
作者:Gaowen Zhai、Xueting Liu、Wentao Ma、Guoqiang Wang、Liu Yang、Shuhua Li、Youting Wu、Xingbang Hu
DOI:10.1002/asia.202000763
日期:2020.10
Tandem Friedel‐Crafts (FC) and C−H/C−O coupling reactions catalyzed by tris(pentafluorophenyl) borane (B(C6F5)3) were achieved without using any other additive in the absence of solvent. This process can be used for the reactions between a series of dialkylanilines and vinyl ethers with good isolated yields of bis(4‐dialkylaminophenyl) compounds. Based on combined theoretical and experimental studies
在没有溶剂的情况下,无需使用任何其他添加剂,即可实现三(五氟苯基)硼烷(B(C 6 F 5)3)催化的串联弗里德-克来福特(FC)和CH-H / C-O偶联反应。该方法可用于一系列二烷基苯胺和乙烯基醚之间的反应,分离出的双(4-二烷基氨基苯基)化合物收率良好。在理论和实验研究相结合的基础上,提出了可能的反应机理。B(C 6 F 5)3可以分别激活FC和CH / C-O偶联反应的C = C和C-O键。FC反应是缓慢的,其后是快速的CH / CH耦合。
Brønsted Acidic Ionic Liquid Catalyzed Three-Component Friedel–Crafts Reaction for the Synthesis of Unsymmetrical Triarylmethanes
A convenient and practical method for the synthesis of unsymmetrical triarylmethanes was demonstrated through a one-pot three-component double Friedel–Crafts reaction of various aliphatic, aromatic, or heteroaromatic aldehydes with N,N-dialkylanilines and indoles by using a Brønstedacidicionicliquid as the catalyst. This method was successfully applied under metal- and solvent-free conditions at
通过使用布朗斯台德酸性离子液体,各种脂肪族、芳香族或杂芳香族醛与N , N - 二烷基苯胺和吲哚的一锅三组分双傅克反应,证明了一种方便实用的合成不对称三芳基甲烷的方法作为催化剂。该方法在 80 °C 的无金属和无溶剂条件下成功应用,从广泛的底物中以中等至高产率提供了相应的不对称三芳基甲烷产物。此外,通过定量NMR分析研究了该反应的机理。