62219-18-5Relevant academic research and scientific papers
Rh(I)-Catalyzed Direct C6?H Arylation of 2-Pyridones with Aryl Carboxylic Acids
Fan, Qinghua,Pan, Yixiao,Walsh, Patrick J.,Xu, Jianbin,Xu, Lijin,Xu, Xin,Yu, Zexin,Zhao, Haoqiang
supporting information, p. 3995 - 4001 (2021/07/02)
A Rh(I)-catalyzed C6-selective C?H arylation of 2-pyridones with inexpensive, readily available, safe and structurally diverse aryl carboxylic acids with the aid of a pyridine directing group is developed. This decarbonylative arylation protocol features an easy-to-handle catalytic system, and is amenable to diversely substituted 2-pyridones and aryl carboxylic acids. It allows access to a wide range of C6-arylated 2-pyridones, including those that are difficult to prepare using conventional C?H arylation processes. The method tolerates various electron-neutral, electron-rich and electron-deficient functional groups, and affords the products in 41–91% yields. (Figure presented.).
Transition-metal-free C-N and C-C formation: Synthesis of benzo[4,5]imidazo[1,2-: A] pyridines and 2-pyridones from ynones
Teng, Qing-Hu,Peng, Xiang-Jun,Mo, Zu-Yu,Xu, Yan-Li,Tang, Hai-Tao,Wang, Heng-Shan,Sun, Hong-Bin,Pan, Ying-Ming
supporting information, p. 2007 - 2012 (2018/05/23)
Herein, a transition metal-free and efficient cascade reaction of ynones with 2-methylbenzimidazoles under mild conditions has been revealed. This cascade reaction involved a Michael addition/intramolecular cycloaddition/dehydration and provided the desired benzo[4,5]imidazo[1,2-a]pyridines in moderate to good yield. Furthermore, three benzo[4,5]imidazo[1,2-a]pyridines (3d, 3i, and 3q) exhibited good activities against Hep-G2 (human liver cancer), T-24 (human bladder cancer cell), and SK-OV-3 (human ovarian cancer) cell lines with IC50 values in the range of 8.05-10.67 μmol L-1. To investigate the mechanism of the effective inhibition of cell growth, further studies, including cell cycle analysis, apoptosis ratio detection, measurement of Ca2+ generation, ROS, mitochondrial membrane potential assay, and caspase-3/9 activation, were carried out on compound 3i.
