Abstract
| - The cesium fluoride (CsF)-assisted cross-coupling reaction of (1-fluorovinyl)methyldiphenylsilane(1) with aryl halides and aryl triflates was examined. The reaction with aryl iodides smoothlyproceeded to afford the corresponding (1-fluorovinyl)arenes in the presence of a catalytic amountof CuI and Pd(PPh3)4 in aprotic polar solvents such as DMF, DMI, DMA, and NMP in good yields.A variety of functional groups (nitro, ester, ketone, and ether) on the aromatic rings can be toleratedunder these mild conditions. Aryl iodides are superior to aryl bromides as the coupling reactionpartner. The cross-coupling reaction of 1 with aryl triflates instead of aryl halides was alsoaccomplished in the presence of tetrabutylammonium iodide (n-Bu4NI) as the additive under similarconditions.
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