354-69-8Relevant articles and documents
Highly stereoselective approach to 3-fluoroalkylated (E)-hex-3-ene-1,5- diyne derivatives via an addition-elimination reaction
Konno, Tsutomu,Kishi, Misato,Ishihara, Takashi,Yamada, Shigeyuki
, p. 144 - 151 (2013/11/19)
Palladium(0)-catalyzed Sonogashira cross-coupling reaction of 2-fluoroalkylated (Z)-2-fluoro-1-iodoethene, which is easily prepared from commercially available polyfluorinated alcohols in facile three steps, with terminal alkynes in DMF at room temperature for 24 h took place stereospecifically to give the corresponding 1-fluoroalkylated (Z)-1-fluorobut-1-en-3-yne derivatives in good to excellent yield. Thus obtained fluoroalkylated 1-fluoroenynes were effectively subjected to addition-elimination reaction with various alkynyllithiums at room temperature, leading to 3-fluoroalkylated hex-3-ene-1,5-diyne derivatives in good to high yields with an excellent E selectivity.
1-Iodo-polyfluoroalkanes from polyfluoroalkoxy trimethylsilanes and iodochloro triphenylphosphorane
Montanari,Quici,Resnati
, p. 1941 - 1944 (2007/10/02)
Polyfluoroalkoxy trimethylsilanes R(f)CH2OSi(CH3)3 (from the alcohols R(f)CH2OH and HMDS), react with Pb3PICI (from ICI and Ph3P) eliminating (CH3)3SiCl. Pyrolysis of the residues gives Ph3PO and pure iodides R(f)CH2I.