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Electrochemical Minisci-type trifluoromethylation of electron-deficient heterocycles mediated by bromide ions

Authors :
Cheng-Chu Zeng
Kun Xu
Yang-Ye Jiang
Gui-Yuan Dou
Source :
Organic Chemistry Frontiers. 6:2392-2397
Publication Year :
2019
Publisher :
Royal Society of Chemistry (RSC), 2019.

Abstract

An electrochemical methodology for the Minisci-type trifluoromethylation of electron-deficient heterocycles mediated by cheap and easily available bromide ions has been developed. By virtue of the in situ generated sulfonyl hypobromite intermediate, the CF3 radical can be regulated and controlled at a low concentration, thereby improving the reaction efficiency over direct electrolysis. Also, this indirect electrochemical process is performed in a beaker-type undivided cell under galvanostatic conditions, without using external expensive supporting electrolytes. This protocol provides an alternative electrochemical trifluoromethylation methodology for the late-stage functionalization of biologically important molecules.

Details

ISSN :
20524129
Volume :
6
Database :
OpenAIRE
Journal :
Organic Chemistry Frontiers
Accession number :
edsair.doi...........06cbb4aa26cdd28041da533dd474dffa