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

Quentin Lefebvre; Roman Pluta; Magnus Rueping

doi:10.1039/c4cc10212f

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

Quentin Lefebvre, Roman Pluta, Magnus Rueping^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

74 Scopus citations

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.

Original language	English (US)
Pages (from-to)	4394-4397
Number of pages	4
Journal	CHEMICAL COMMUNICATIONS
Volume	51
Issue number	21
DOIs	https://doi.org/10.1039/c4cc10212f
State	Published - Mar 14 2015
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2015 The Royal Society of Chemistry.

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

Access to Document

10.1039/c4cc10212f

Cite this

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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.",

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AU - Rueping, Magnus

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AB - 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.

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