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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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Article information


Submitted
21 Dec 2014
Accepted
04 Feb 2015
First published
13 Feb 2015

Chem. Commun., 2015,51, 4394-4397
Article type
Communication

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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