Palladium-Catalyzed Denitrative α-Arylation of Ketones with Nitroarenes.
Palladium-Catalyzed Denitrative α-Arylation of Ketones with Nitroarenes.
复制标题
DOI：
10.1021/acs.orglett.0c04104
复制
发表时间：
2021-01
期刊：
影响因子：
5.2
通讯作者：
Zhirong Li;Yong Peng;Tao Wu
中科院分区：
文献类型：
--
作者：
Zhirong Li;Yong Peng;Tao Wu
钯催化的酮与容易获得的硝基芳烃和硝基杂芳烃的α-芳基化提供了获得有用的α-芳基和α-杂芳基酮的途径。 Pd/BrettPhos 催化剂的使用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下降或没有转化。分子内型底物也应用于该方法中并产生色酮衍生物。通过多组分串联反应，通过亲核芳香取代（SNAr）或交叉偶联反应，然后进行脱硝基芳基化，可以轻松获得多芳香族羰基化合物。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。
The palladium-catalyzed α-arylation 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 (SNAr) 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.