Fluoride-induced coupling of perfluoroketene dithioacetals with silyl alkynes: A way towards new polyfunctionalized trifluoromethyl building blocks

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 trifluorom...

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Bibliographic Details
Published in:Journal of fluorine chemistry Vol. 128; no. 10; pp. 1300 - 1305
Main Authors: Nocentini, Tiziano, Brulé, Cédric, Bouillon, Jean-Philippe, Gouault-Bironneau, Sonia, Portella, Charles
Format: Journal Article
Language:English
Published: Elsevier B.V 01-10-2007
Elsevier
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Summary: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.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2007.07.014