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Nucleophilic fluorination of alkynyliodonium salts by alkali metal fluorides: access to fluorovinylic compounds |
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| Authors: | Thi-Huu Nguyen Mohamed AbarbriDenis Guilloteau Sylvie Mavel Patrick Emond |
| Institution: | a INSERM U930, CHRU, Hôpital Bretonneau, 37000 Tours, France b Université François-Rabelais, Inserm U930, CNRS ERL3106, 37200 Tours, France c Université François-Rabelais, Laboratoire de Physicochimie des Matériaux et Biomolécules EA 4244, Faculté des Sciences, 37200 Tours, France |
| Abstract: | Fluorovinylic compounds were synthesized by a one-pot procedure from the corresponding alkynyliodonium salts and alkali metal fluorides. Different reaction parameters, such as the temperature, the solvent and the reaction time were examined, and interestingly CsF was chosen for regio- and stereo-selective reactions leading to different alkenyliodonium salts in good yields. Their reduction using NaBH4 provided the corresponding 2-fluorovinylic products quantitatively. |
| Keywords: | Alkynyliodonium Fluorination Fluorovinyl compounds Regioselectivity |
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