Nickel-Catalyzed C-H Trifluoromethylation of Electron-Rich Heteroarenes

The first example of a nickel‐catalyzed C–H trifluoromethylation of electron‐rich heteroarenes, including imidazopyridines, indoles and thiophenes, has been developed with the commercially available and relatively inexpensive industrial raw material iodotrifluoromethane (CF3I) as the trifluoromethyl...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2016-11, Vol.358 (22), p.3528-3533
Main Authors: Wu, Yun, Zhang, Hao-Ran, Jin, Ruo-Xing, Lan, Quan, Wang, Xi-Sheng
Format: Article
Language:English
Subjects:
Catalysis
heteroarenes
imidazopyridines
indoles
Melatonin
Nickel
Organic chemistry
Raw materials
Reagents
Synthesis (chemistry)
Thiophenes
trifluoromethylation
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Summary:The first example of a nickel‐catalyzed C–H trifluoromethylation of electron‐rich heteroarenes, including imidazopyridines, indoles and thiophenes, has been developed with the commercially available and relatively inexpensive industrial raw material iodotrifluoromethane (CF3I) as the trifluoromethylating reagent. The synthetic potential of this method is demonstrated by its successful application to the direct trifluoromethylation of the biologically active molecules melatonin and zolmitriptan.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201600702