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A New 3,3,3-trifluoropropenylation Reagent, Ikeda–Omote Reagent

β-Trifluoromethylpropenylbenzene derivatives have been reported as useful compounds for liquid crystal and organic electroluminescence materials.1) (E)-Trimethyl(3,3,3-trifluoro-1-propenyl)silane (Ikeda–Omote Reagent) (1) is a new 3,3,3-trifluoropropenylation reagent, developed by Omote et al. 1 effectively participates in a Hiyama cross-coupling reaction with aryl iodide to construct β-trifluoromethylstyrene in good to excellent yields.2-4) The styrene derivative provides 2-aryl-3-trifluoromethyl-quinolines, which may make an important contribution to drug discovery.3,4) In addition, the reaction of 1 with arylaldehydes in the presence of CsF affords aryl 3,3,3-trifluoropropyl ketones5), and oxidative Sonogashira cross-coupling reaction of 1 with arylacetylenes affords 1,3-enynes with CF3 group on the terminal SP2 carbon6).


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