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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Regioselective Gold-Catalyzed Hydration of CF3- and SF5-alkynes
Mélissa Cloutier1, Majdouline Roudias1, Jean-François Paquin1
1CGCC, PROTEO, Département de chimie , Université Laval , 1045 Avenue de la Médecine , Québec , Québec , G1V 0A6 , Canada.
Abstract:
The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.
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