Electrochemical Synthesis Strategy for C vinyl -CF 3 Compounds through Decarboxylative Trifluoromethylation

An efficient decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids using the Langlois reagent as a trifluoromethyl precursor has been achieved by an electro-oxidative strategy. Under catalyst-free and external oxidant-free electrolysis conditions, a series of C -CF compounds are o...

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Veröffentlicht in:Journal of organic chemistry 2019-05, Vol.84 (9), p.5980-5986
Hauptverfasser: Hong, Huanliang, Li, Yibiao, Chen, Lu, Li, Bin, Zhu, Zhongzhi, Chen, Xiuwen, Chen, Ling, Huang, Yubing
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids using the Langlois reagent as a trifluoromethyl precursor has been achieved by an electro-oxidative strategy. Under catalyst-free and external oxidant-free electrolysis conditions, a series of C -CF compounds are obtained with a high regioselectivity in good yields. The successful trapping of the CF radical by a scavenger has confirmed that radical processes are involved in this system.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b00766