Copper-mediated trifluoromethylation of potassium alkynyltrifluoroborates with Langlois' reagent

Synthesis of trifluoromethylated acetylenes by copper-mediated trifluoromethylation of potassium alkynyltrifluoroborates with CF3 radicals generated from NaSO2CF3 and tert-butyl hydroperoxide (TBHP) is communicated. The trifluoromethylated acetylenes were obtained in good to moderate yields. The pre...

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Bibliographic Details
Published inTetrahedron Vol. 70; no. 12; pp. 2118 - 2121
Main Authors Dubbaka, Srinivas Reddy, Nizalapur, Shashidhar, Atthunuri, Azmi Reddy, Salla, Manohar, Mathew, Thresen
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 25.03.2014
Elsevier
Subjects
Aliphatic compounds
Chemistry
Chemistry, Organic
Copper
Langlois' reagent
Physical Sciences
Potassium
Potassium alkynyltrifluoroborates
Radicals
Science & Technology
Synthesis
Terminal alkynes
Tetrahedrons
Trifluoromethylation
Potassium alkynyltrifluoroborates
Trifluoromethylation
Copper
Terminal alkynes
Langlois' reagent
PALLADIUM
METAL-CATALYZED TRIFLUOROMETHYLATION
ARENES
OXIDATIVE TRIFLUOROMETHYLATION
PERFLUOROALKYLATION
ALKENES
ARYL BORONIC ACIDS
CHEMISTRY
FLUORINE
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Summary:Synthesis of trifluoromethylated acetylenes by copper-mediated trifluoromethylation of potassium alkynyltrifluoroborates with CF3 radicals generated from NaSO2CF3 and tert-butyl hydroperoxide (TBHP) is communicated. The trifluoromethylated acetylenes were obtained in good to moderate yields. The presented method tolerates a wide range of aromatic, heteroaromatic, and aliphatic potassium alkynyltrifluoroborates. [Display omitted]
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.02.005