Li Zhirong, Peng Yonggang, Wu Tao
The College of Chemistry, Nanchang University, Nanchang, Jiangxi 330031, P. R. China.
Org Lett. 2021 Feb 5;23(3):881-885. doi: 10.1021/acs.orglett.0c04104. Epub 2021 Jan 25.
The palladium-catalyzed αarylation of ketones with readily available nitroarenes and nitroheteroarenes provides access to useful α-aryl and α-heteroaryl ketones. The use of the Pd/BrettPhos catalysts was critical to achieve high efficiency for these transformations, whereas other catalysts led to decreased yields or no conversions. The intramolecular type substrate was also applied in this methodology and gave a chromone derivative. Polyaromatic carbonyl compounds can be easily obtained by multicomponent tandem reactions, via nucleophilic aromatic substitution (SAr) or cross-coupling reaction followed by this denitrative arylation. Kinetic experiments show that the electronic effect of nitrobenzenes has a greater effect on the reaction rate than the electronic effect of ketones.
钯催化酮与易得的硝基芳烃和硝基杂芳烃的α-芳基化反应可用于制备有用的α-芳基和α-杂芳基酮。使用Pd/BrettPhos催化剂对于实现这些转化的高效率至关重要，而其他催化剂会导致产率降低或无转化。分子内型底物也应用于该方法中，并得到了一种色酮衍生物。多芳族羰基化合物可通过多组分串联反应，经由亲核芳香取代（SAr）或交叉偶联反应，然后进行这种脱硝基芳基化反应轻松获得。动力学实验表明，硝基苯的电子效应比酮的电子效应对反应速率的影响更大。
