Fu Kai-Zhong, Chen Xu-Xin, Zhao Ya-Shi, Gu Yuan-Qing, Liu Guo-Kai
School of Pharmaceutical Sciences, Shenzhen University Health Science Centre, Shenzhen University, Shenzhen 518060, China.
Shenzhen Key Laboratory for Nano-Biosensing Technology, Shenzhen 518060, China.
Pharmaceuticals (Basel). 2022 Dec 13;15(12):1552. doi: 10.3390/ph15121552.
CFH moiety has a significant potential utility in drug design and discovery, and the incorporation of CFH into biologically active molecules represents an important and efficient strategy for seeking lead compounds and drug candidates. On the other hand, quinoxalin-2-one is of great interest to pharmaceutical chemists as a common skeleton frequently occurring in plenty of natural products and bioactive compounds. Herein, we reported a practical and efficient protocol for the synthesis of 3-CFH-quinoxalin-2-ones. Thus, in the presence of 3 mol% of photocatalyst and -(difluoromethyl)sulfonium salt as difluoromethyl radical sources, a wide range of quinoxalin-2-ones readily underwent a visible-light redox-catalyzed difluoromethylation reaction, to deliver structurally diverse 3-difluoromethyl-quinoxalin-2-ones. We believe that this would facilitate increasing chances and possibilities for seeking potential lead compounds and drug candidates and further boost the development of fluorine-containing pharmaceuticals.
补体因子H（CFH）部分在药物设计与发现中具有显著的潜在应用价值，将CFH引入生物活性分子是寻找先导化合物和候选药物的一种重要且有效的策略。另一方面，喹喔啉-2-酮作为一种常见骨架频繁出现在众多天然产物和生物活性化合物中，受到药物化学家的广泛关注。在此，我们报道了一种实用且高效的合成3-CFH-喹喔啉-2-酮的方法。因此，在3 mol%光催化剂和作为二氟甲基自由基源的-（二氟甲基）锍盐存在下，多种喹喔啉-2-酮很容易发生可见光氧化还原催化的二氟甲基化反应，生成结构多样的3-二氟甲基-喹喔啉-2-酮。我们相信，这将有助于增加寻找潜在先导化合物和候选药物的机会和可能性，并进一步推动含氟药物的发展。
