Facile Entry to Pharmaceutically Important 3-Difluoromethyl-quinoxalin-2-ones Enabled by Visible-Light-Driven Difluoromethylation of Quinoxalin-2-ones

CF<sub>2</sub>H moiety has a significant potential utility in drug design and discovery, and the incorporation of CF<sub>2</sub>H into biologically active molecules represents an important and efficient strategy for seeking lead compounds and drug candidates. On the other han...

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Main Authors: Kai-Zhong Fu (Author), Xu-Xin Chen (Author), Ya-Shi Zhao (Author), Yuan-Qing Gu (Author), Guo-Kai Liu (Author)
Format: Book
Published: MDPI AG, 2022-12-01T00:00:00Z.
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001 doaj_f4b39e4bd6564fe2b53f6c1407b2e32c
042 |a dc 
100 1 0 |a Kai-Zhong Fu  |e author 
700 1 0 |a Xu-Xin Chen  |e author 
700 1 0 |a Ya-Shi Zhao  |e author 
700 1 0 |a Yuan-Qing Gu  |e author 
700 1 0 |a Guo-Kai Liu  |e author 
245 0 0 |a Facile Entry to Pharmaceutically Important 3-Difluoromethyl-quinoxalin-2-ones Enabled by Visible-Light-Driven Difluoromethylation of Quinoxalin-2-ones 
260 |b MDPI AG,   |c 2022-12-01T00:00:00Z. 
500 |a 10.3390/ph15121552 
500 |a 1424-8247 
520 |a CF<sub>2</sub>H moiety has a significant potential utility in drug design and discovery, and the incorporation of CF<sub>2</sub>H 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-CF<sub>2</sub>H-quinoxalin-2-ones. Thus, in the presence of 3 mol% of photocatalyst and <i>S</i>-(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. 
546 |a EN 
690 |a 3-CF<sub>2</sub>H-quinoxaline-2-ones 
690 |a difluoromethylation 
690 |a <i>S</i>-(difluoromethyl)sulfonium salt 
690 |a fluorine-containing pharmaceuticals 
690 |a Medicine 
690 |a R 
690 |a Pharmacy and materia medica 
690 |a RS1-441 
655 7 |a article  |2 local 
786 0 |n Pharmaceuticals, Vol 15, Iss 12, p 1552 (2022) 
787 0 |n https://www.mdpi.com/1424-8247/15/12/1552 
787 0 |n https://doaj.org/toc/1424-8247 
856 4 1 |u https://doaj.org/article/f4b39e4bd6564fe2b53f6c1407b2e32c  |z Connect to this object online.