2002 Volume 75 Issue 11 Pages 2497-2502
We have found that tributyl(1-fluorovinyl)stannane (2) could be readily prepared from the reaction of (1-fluorovinyl)methyldiphenylsilane1 (1) and bis(tributyltin) oxide in the presence of a catalytic amount of CsF in DMF in good yields. The palladium-catalyzed carbonylative cross-coupling reaction of 2 with aryl iodides bearing various functional groups smoothly proceeded giving the corresponding aryl 1-fluorovinyl ketones in good yields under an atmospheric pressure of carbon monoxide. A similar carbonylative cross-coupling reaction of 2 with aryl triflates was also accomplished in the presence of tetrabutylammonium iodide (Bu4NI) as an additive.
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