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Fluoride-induced coupling of perfluoroketene dithioacetals with silyl alkynes: A way towards new polyfunctionalized trifluoromethyl building blocks
Authors:Tiziano Nocentini  Sonia Gouault-Bironneau
Affiliation:Laboratoire Réactions Sélectives et Applications, UMR 6519 CNRS, Université de Reims Champagne-Ardenne, Faculté des Sciences, BP 1039, 51687 Reims Cedex 2, France
Abstract:Under fluoride activation, the vinyl fluorine of perfluoroketene dithioacetal may be substituted by silylated nucleophiles. Using silyl alkynes, a formal transition metal free sila-Sonogashira cross-coupling reaction occurred. The resulting enynes were hydrolyzed giving new polyfunctional trifluoromethyl building blocks.
Keywords:Ketene dithioacetal   Cross-coupling   Sila-Sonogashira   Fluorine substitution   Silyl alkynes   Trifluoromethyl building blocks
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