437-02-5Relevant articles and documents
Silver-Mediated Decarboxylative Fluorodiiodination of Alkynoic Acids: Synthesis of Regio- and Stereoselective Fluoroalkenes
Jayaraman, Aravindan,Lee, Sunwoo
, p. 3485 - 3489 (2019/05/24)
A variety of arylalkynoic acids reacted with 1,3-diiodo-5,5-dimethylhydantoin and HF·pyridine in the presence of AgOAc to provide the corresponding 1-fluoro-2,2-diiodovinylarenes in good yields and high regioselectivity. In addition, Pd-catalyzed cross-co
Nickel-mediated oxidative fluorination for PET with aqueous [ 18F] fluoride
Lee, Eunsung,Hooker, Jacob M.,Ritter, Tobias
supporting information, p. 17456 - 17458 (2013/01/15)
A one-step oxidative fluorination for carbon-fluorine bond formation from well-defined nickel complexes with oxidant and aqueous fluoride is presented, which enables a straightforward and practical 18F late-stage fluorination of complex small molecules with potential for PET imaging.
A general and efficient route for the preparation of phenyl-substituted vinyl fluorides
Tsai, Hou-Jen,Lin, Keh-Wen,Ting, Tzu-Hao,Burton, Donald J.
, p. 2231 - 2239 (2007/10/03)
α-fluorobenzyl phosphonate (EtO)2P(O)CFHPh (2) prepared from diethyl α-hydroxyphosphonate (EtO)2P(O)CH(OH)Ph (1) and diethylaminosulfur trifluoride (DAST), reacts with bases such as butyllithium, tert- butyllithium, lithium bis(trime
Synthesis of phenyl substituted fluoro-olefins
Tsai, Hou-Jen
, p. 629 - 632 (2007/10/02)
The anion derived from diethyl α-fluorobenzyl phosphonate (EtO)2P(O)-CFHPh (2) and lithium diisopropylamide in THF underwent the reaction with aldehydes and ketones to afford a moderate to good yields of phenyl substituted fluoro-olefins RR'C =
1-Fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) as a new, effective reagent for selective fluorofunctionalisation of alkenes under mild reaction conditions
Stavber, Stojan
, p. 6769 - 6772 (2007/10/02)
1-Fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) Accufluor NFTh) is confirmed as a highly effective reagent for introducing a fluorine atom into organic molecules across a phenyl-substituted carbon-carbon double bond. Quantitativ
N-Fluorobisimides: Reactions with Some Olefins via α-Fluoro Carbocationic Intermediates
DesMarteau, Darryl D.,Xu, Ze-Qi,Witz, Michael
, p. 629 - 635 (2007/10/02)
N-Fluorobisimides are a new class of electrophilic fluorinating agents.Reaction of (CF3SO2)2NF (1) with olefins gave various products, depending on the reaction conditions and the structure of the substrate.In solvents of higher nucleophilicity such as H2O, acetic acid, aqueous HCl, and (HF)nPy, α-fluorohydrins and their acetates, α,β-chlorofluoro- and α,β-difluoroalkanes were obtained.In acetic acid, trans-stilbene and tetraphenylethylene produced the rearranged, nonfluorinated aldehyde and ketone.Evidence is presented for the reactions proceeding via a one-electron transfer mechanism involving α-fluorocarbocationic intermediates.
Photochemical Selective Fluorination of Organic Molecules Using Mercury (II) Fluoride
Habibi, Mohammed H.,Mallouk, Thomas E.
, p. 291 - 294 (2007/10/02)
Organic compounds, such as triphenylacetic acid, triphenyl ethylene, and triethyl phosphite can be selectively fluorinated in dimethylsulfoxide/HgF2 solutions under UV-visible illumination.Product yields, determined by 19F-NMR, are essentially quantitative for the compounds studied, and in some cases a single fluorinated product is formed.
Vinylation of Aromatic Substrates with Solvolytically Generated Trisubstituted Vinyl Cations
Kitamura, Tsugio,Kobayashi, Shinjiro,Taniguchi, Hiroshi,Rappoport, Zvi
, p. 5003 - 5009 (2007/10/02)
Vinylation of aromatic compounds by α-aryl-β,β-disubstituted vinyl bromides (3a-i) in the presence of silver salts and 2,6-lutidine or 2,6-di-tert-butyl-4-methylpyridine proceed with high yields.The silver triflate assisted reaction is preferable to the silver tetrafluoroborate assisted reaction.The reaction of 1-anisyl-2,2-diphenylvinyl bromide gives a ρ+ value of -4.08 and high intramolecular selectivity with ko/kp ratios of 6.2-78.It is suggested that the reaction proceeds via intermediate α-arylvinyl cations and that the inter- and intramolecular selectivities are determined in the same transition state.
