85864-61-5Relevant articles and documents
Vinylation of Iododifluoromethylated Alcohols via a Light-Promoted Intramolecular Atom-Transfer Reaction
Panferova, Liubov I.,Struchkova, Marina I.,Dilman, Alexander D.
, p. 4124 - 4132 (2017/09/12)
A method for the synthesis of gem -difluorohomoallylic alcohols by the substitution of iodine in the iododifluoromethyl group by a vinyl fragment is described. The reaction proceeds via an intramolecular iodine atom transfer followed by β-elimination. The reaction is performed in the presence of an iridium photocatalyst, fac -Ir(ppy) 3, and triphenylphosphine under irradiation with light-emitting diodes.
Supported gold nanoparticles catalyzed: Cis -selective semihydrogenation of alkynes using ammonium formate as the reductant
Liang, Shengzong,Hammond, Gerald B.,Xu, Bo
, p. 6013 - 6016 (2016/05/24)
TiO2 supported gold nanoparticles with low loading (0.5 mol%) are able to semihydrogenate non-fluorinated and gem-difluorinated alkynes to cis-alkenes with high selectivity, using cost-effective and easy-to-handle ammonium formate as the reductant. No over-reduction was observed. The good recyclability of Au/TiO2 allows for "green" semireduction of alkynes. A difluorinated pyran and α,β-unsaturated δ-lactone were easily prepared from the obtained gem-difluoro alkene building blocks.
Rh-catalyzed allylic C-F bond activation: The stereoselective synthesis of trisubstituted monofluoroalkenes and a mechanism study
Zhang, He,Lin, Jin-Hong,Xiao, Ji-Chang,Gu, Yu-Cheng
, p. 581 - 588 (2014/01/06)
Rhodium-catalyzed allylic C-F bond activation via oxidative addition was found to be a promising approach for the conversion of allylic difluoro-homoallylic alcohols into trisubstituted monofluoroalkenes in good yields with excellent stereoselectivity. The mechanism study shows that C-F bond activation via oxidative addition is involved and PPh3 is responsible for the excellent stereoselectivity. The Royal Society of Chemistry.
B -(3,3-Difluoroallyl)diisopinocampheylborane for the enantioselective fluoroallylboration of aldehydes
Ramachandran, P. Veeraraghavan,Tafelska-Kaczmarek, Agnieszka,Chatterjee, Anamitra
, p. 9329 - 9333,5 (2012/12/11)
The fluoroallylboration of aldehydes with B-(3,3-difluoroallyl) diisopinocampheylborane, which was prepared via the hydroboration of 1,1-difluoroallene, provides chiral 2,2-gem-difluorinated homoallylic alcohols in good yields and 91-97% ee.
B -(3,3-Difluoroallyl)diisopinocampheylborane for the enantioselective fluoroallylboration of aldehydes
Ramachandran, P. Veeraraghavan,Tafelska-Kaczmarek, Agnieszka,Chatterjee, Anamitra
, p. 9329 - 9333 (2013/01/15)
The fluoroallylboration of aldehydes with B-(3,3-difluoroallyl) diisopinocampheylborane, which was prepared via the hydroboration of 1,1-difluoroallene, provides chiral 2,2-gem-difluorinated homoallylic alcohols in good yields and 91-97% ee.
Synthesis of 4,4-difluoroglycosides using ring-closing metathesis
Audouard, Christophe,Fawcett, John,Griffiths, Gerry A.,Percy, Jonathan M.,Pintat, Stephane,Smith, Clive A.
, p. 528 - 541 (2007/10/03)
4-Deoxy-4,4-difluoro-glycosides have been synthesised for the first time via a direct sequence involving ring-closing metathesis and indium-mediated difluoroallylation with 1-bromo-1,1-difluoropropene in water. Two protecting group strategies were explore
Indium-mediated reaction of 3-bromo-3,3-difluoropropene and bromodifluoromethylacetylene derivatives with aldehydes
Kirihara, Masayuki,Takuwa, Tomofumi,Takizawa, Shinobu,Momose, Takefumi,Nemoto, Hideo
, p. 8275 - 8280 (2007/10/03)
Aldehydes reacted with 3-bromo-3,3-difluoropropene at the α-position in the presence of indium to afford 1-substituted-2,2-difluorobut-3-en-1-ols. Ketones and other electrophiles are inert under the examined conditions. The reaction of bromodifluoromethyl
Rapid syntheses of difluorinated dihydropyrans
Percy, Jonathan M.,Pintat, Stephane
, p. 607 - 608 (2007/10/03)
A very short reaction sequence opens with metal-mediated addition of commercial bromodifluoropropene to aldehydes; allylation under phase transfer catalysed conditions sets the stage for a ring closing metathesis (RCM) in the presence of commercial Grubbs
The addition of dibromodifluoromethane to (trimethylsilyl)acetylene and transformation of the products
Qing, Feng-Ling,Wan, Dong-Peng
, p. 14189 - 14200 (2007/10/03)
Reaction of dibromodifluoromethane (1) with (trimethylsilyl)acetylene (2) initiated by ammonium persulfate/sodium formate ((NH4)2S2O8/HCO2Na) yield the addition-reduction product (3a), tribromide comp
α,α-Difluoroallyl carbanion: Indium-mediation in its facile coupling with aldehydes
Kirihara, Masayuki,Takuwa, Tomofumi,Takizawa, Shinobu,Momose, Takefumi
, p. 2853 - 2854 (2007/10/03)
Indium-mediated coupling of aldehydes with 3-bromo-3,3-difluoropropene gives 1-substituted-2,2-difluorobut-3-en-1-ols in high yields at room temperature. The coupling takes place at the gem-difluorocarbon selectively. Ketones are inert under the condition
