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Catalysts 2019, 9(3), 278; https://doi.org/10.3390/catal9030278

Cu(II)-Catalyzed Oxidative Trifluoromethylation of Indoles with KF as the Base

1,2,4, 1,2,4, 1,2,4 and 1,2,3,4,*
1
Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China
2
Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology, Qingdao 266000, China
3
State Key Laboratory of Microbial Technology, Shandong University, No. 72 Binhai Road, Qingdao 266237, China
4
University of Chinese Academy of Sciences, Beijing 100049, China
*
Author to whom correspondence should be addressed.
Received: 28 February 2019 / Revised: 14 March 2019 / Accepted: 14 March 2019 / Published: 19 March 2019
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Abstract

This paper offers an efficient copper-catalyzed oxidative trifluoromethylation of indoles with low-cost CF3SO2Na via C–H activation. Notably, the use of a base is crucial for the trifluoromethylation of indoles. This reaction proceeds efficiently in good to excellent yields and is tolerance of a broad range of functional groups. Furthermore, melatonin, a medicine for sleep disorders, is converted to its 2-CF3 analogue in 68% yield. Studies of possible reaction pathways suggest that this reaction proceeds through a radical process. View Full-Text
Keywords: Cu(II) catalyst; Langlois reagent; trifluoromethylation; indole; radical reaction Cu(II) catalyst; Langlois reagent; trifluoromethylation; indole; radical reaction
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Shi, X.; Li, X.; Ma, L.; Shi, D. Cu(II)-Catalyzed Oxidative Trifluoromethylation of Indoles with KF as the Base. Catalysts 2019, 9, 278.

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