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Practical Methods for the Synthesis of Trifluoromethylated Alkynes: Oxidative Trifluoromethylation of Copper Acetylides and Alkynes

par Tresse, Cédric;Guissart, Céline ;Schweizer, Stéphane;Bouhoute, Yassine;Chany, Anne-Caroline;Goddard, Mary-Lorène;Blanchard, Nicolas;Evano, Gwilherm
Référence Advanced synthesis & catalysis, 356, page (2051-2060)
Publication Publié, 2014

Article révisé par les pairs

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Résumé :

Two practical and complementary methods are reported for the synthesis of trifluoromethylated alkynes. The first one, a mix-and-stir process, is based on the oxidative trifluoromethylation of readily available and bench-stable copper acetylides while the second one, which displays a broad substrate scope and has several advantages over existing procedures, is based on the oxidative copper- catalyzed direct trifluoromethylation of terminal alkynes. Both reactions provide user-friendly processes for the synthesis of trifluoromethylated acetylenes which can be easily obtained from readily available starting materials.