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Issue 21, 2015
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Copper catalyzed oxidative coupling reactions for trifluoromethylselenolations – synthesis of R-SeCF3 compounds using air stable tetramethylammonium trifluoromethylselenate

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Abstract

The aerobic, room-temperature coupling of tetramethylammonium trifluoromethylselenate with readily available boronic acids, boronic esters, and terminal alkynes has been developed. The method permits direct access to valuable trifluoromethylselenoarenes and alkynes under mild conditions. A convenient one-pot reaction, a scale up procedure as well as an extension to perfluoroalkylselenates are also presented to further demonstrate the synthetic utility of this reaction.

Graphical abstract: Copper catalyzed oxidative coupling reactions for trifluoromethylselenolations – synthesis of R-SeCF3 compounds using air stable tetramethylammonium trifluoromethylselenate

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Publication details

The article was received on 21 Dec 2014, accepted on 04 Feb 2015 and first published on 13 Feb 2015


Article type: Communication
DOI: 10.1039/C4CC10212F
Chem. Commun., 2015,51, 4394-4397

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    Copper catalyzed oxidative coupling reactions for trifluoromethylselenolations – synthesis of R-SeCF3 compounds using air stable tetramethylammonium trifluoromethylselenate

    Q. Lefebvre, R. Pluta and M. Rueping, Chem. Commun., 2015, 51, 4394
    DOI: 10.1039/C4CC10212F

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