Shui Hongling, Zhong Yuhong, Luo Renshi, Zhang Zhanyi, Huang Jiuzhong, Yang Ping, Luo Nianhua
School of Pharmacy, Gannan Medical University, Ganzhou, 341000, Jiangxi Province, P. R. China.
Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou 510070, P. R. China.
Beilstein J Org Chem. 2022 Oct 27;18:1507-1517. doi: 10.3762/bjoc.18.159. eCollection 2022.
The acceptorless dehydrogenative coupling (ADC) reaction is an efficient method for synthesizing quinoline and its derivatives. In this paper, various substituted quinolines were synthesized from 2-aminobenzyl alcohols and aryl/heteroaryl/alkyl secondary alcohols in one pot via a cyclometalated iridium-catalyzed ADC reaction. This method has some advantages, such as easy availability of raw materials, mild reaction conditions, wide range of substrates, and environmental friendliness which conforms to the principles of green chemistry. Furthermore, a gram-scale experiment with low catalyst loading offers the potential to access the aryl/heteroaryl quinolones in suitable amounts. In addition, the antibacterial and antifungal activities of the synthesized quinolines were evaluated in vitro, and the experimental results showed that the antibacterial activities of compounds , , and against Gram-positive bacteria and compound against were better than the reference drug norfloxacin.
无受体脱氢偶联（ADC）反应是合成喹啉及其衍生物的一种有效方法。本文通过环金属化铱催化的ADC反应，由2-氨基苄醇与芳基/杂芳基/烷基仲醇一锅法合成了各种取代喹啉。该方法具有一些优点，如原料易得、反应条件温和、底物范围广以及符合绿色化学原则的环境友好性。此外，低催化剂负载量的克级实验为以合适的量获得芳基/杂芳基喹诺酮提供了可能性。另外，对合成的喹啉进行了体外抗菌和抗真菌活性评价，实验结果表明化合物、和对革兰氏阳性菌的抗菌活性以及化合物对的抗菌活性优于参比药物诺氟沙星。
