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Palladium-Catalyzed Trifluoromethylation of (Hetero)Arenes with CF3Br
Ist Teil von
Angewandte Chemie International Edition, 2016-02, Vol.55 (8), p.2782-2786
Auflage
International ed. in English
Ort / Verlag
Weinheim: Blackwell Publishing Ltd
Erscheinungsjahr
2016
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
The CF3 group is an omnipresent motif found in many pharmaceuticals, agrochemicals, catalysts, materials, and industrial chemicals. Despite well‐established trifluoromethylation methodologies, the straightforward and selective introduction of such groups into (hetero)arenes using available and less expensive sources is still a major challenge. In this regard, the selective synthesis of various trifluoromethyl‐substituted (hetero)arenes by palladium‐catalyzed C−H functionalization is herein reported. This novel methodology proceeds under comparably mild reaction conditions with good regio‐ and chemoselectivity. As examples, trifluoromethylations of biologically important molecules, such as melatonin, theophylline, caffeine, and pentoxifylline, are showcased.
A cheaper source: A general and reliable palladium‐catalyzed method for the synthesis of trifluoromethylated (hetero)arenes using CF3Br has been developed. The products are isolated in good yields and the reaction proceeds under comparably mild reaction conditions with good regio‐ and chemoselectivity.