157437-39-3Relevant articles and documents
Cross-coupling reactions of (1-fluorovinyl)methydiphenylsilane with aryl halides and aryl triflates
Hanamoto, Takeshi,Kobayashi, Tomoko
, p. 6354 - 6359 (2003)
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 smoothly proceeded to afford the corresponding (1-fluorovinyl)arenes in the presence of a catalytic amount of 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 tolerated under these mild conditions. Aryl iodides are superior to aryl bromides as the coupling reaction partner. The cross-coupling reaction of 1 with aryl triflates instead of aryl halides was also accomplished in the presence of tetrabutylammonium iodide (n-Bu4NI) as the additive under similar conditions.
THE SYNTHESIS OF (1-FLUOROVINYL)TRIBUTYLTIN: A SYNTHETIC EQUIVALENT FOR THE 1-FLUOROETHENE ANION.
Matthews, Donald P.,Waid, Philip P.,Sabol, Jeffrey S.,McCarthy, James R.
, p. 5177 - 5180 (2007/10/02)
The synthesis of (1-fluorovinyl)tributyltin (1b) is reported, and the utility of 1b as a synthetic equivalent for the 1-fluoroethene anion 2 through palladium-catalyzed couplings is demonstrated.
