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

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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.

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

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Publication details

The article was received on 25 Apr 2019, accepted on 14 May 2019 and first published on 15 May 2019


Article type: Research Article
DOI: 10.1039/C9QO00552H
Org. Chem. Front., 2019, Advance Article

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

    G. Dou, Y. Jiang, K. Xu and C. Zeng, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00552H

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