378-98-3Relevant academic research and scientific papers
Perfluoropropylation of Aromatic Compounds with Bis(heptafluorobutyryl) Peroxide
Yoshida, Masato,Amemiya, Hiroyasu,Kobayashi, Michio,Sawada, Hideo,Hagii, Hidehiko,Aoshima, Kazuyoshi
, p. 234 - 236 (1985)
Bis(heptafluorobutyryl) peroxide could be used as a reagent for perfluoropropylation of aromatic compounds under mild conditions.
Visible-Light photoredox decarboxylation of perfluoroarene iodine(III) Trifluoroacetates for C-H trifluoromethylation of (Hetero)arenes
Yang, Bin,Yu, Donghai,Xu, Xiu-Hua,Qing, Feng-Ling
, p. 2839 - 2843 (2018/04/14)
A scalable and operationally simple decarboxylative trifluoromethylation of (hetero)arenes with easily accessible C6F5I(OCOCF3)2 under photoredox catalysis has been developed. This method is tolerant of various (hetero)arenes and functional groups. Notably, C6F5I is recycled from the decarboxylation reaction and further used for the preparation of C6F5I(OCOCF3)2. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the application of trifluoroacetic acid in trifluoromethylation reactions.
Silver-mediated trifluoromethylation of arenes using TMSCF3
Ye, Yingda,Lee, Shin Hee,Sanford, Melanie S.
supporting information; experimental part, p. 5464 - 5467 (2011/12/05)
The silver-mediated C-H trifluoromethylation of aromatic substrates using TMSCF3 is described. The development, optimization, and scope of these transformations are reported. AgCF3 intermediates are proposed.
Synthesis of functionalized long-chain perfluoroalkanes from methyl halodifluoroacetates: a process of difluorocarbene insertion into copper-carbon bonds
Su, De-Bao,Duan, Jian-Xing,Yu, An-Juan,Chen, Qing-Yun
, p. 11 - 14 (2007/10/02)
Treatment of XCF2CO2Me (X = Cl, Br) with organic halides in the presence of KF and catalytic amounts of CuI at 80-120 deg C for 3-8 h in DMF gave long-chain perfluoroalkylated compounds which are considered to be former by the insertions of CF2(..) into carbon-copper bonds.
TRIFLUOROMETHYLATION OF AROMATIC COMPOUNDS WITH BIS(TRIFLUOROACETYL) PEROXIDE
Sawada, Hideo,Nakayama, Masaharu,Yoshida, Masato,Yoshida, Tatsuro,Kamigata, Nobumasa
, p. 423 - 431 (2007/10/02)
Bis(trifluoroacetyl) peroxide was found to be thermally stable, and trifluoromethylation of aromatic compounds was studied using this peroxide.Trifluoromethylation of electron-rich benzenes, furan, thiophene, or their benzo derivatives proceeded with the peroxide in moderate to high yields.
Sodium Perfluoroalkane Carboxylates as Sources of Perfluoroalkyl Groups
Carr, Gillian E.,Chambers, Richard D.,Holmes, Thomas F.,Parker, David G.
, p. 921 - 926 (2007/10/02)
Sodium trifluoroacetate, in the presence of copper(I) iodide, is used as a source of trifluoromethyl to replace halogen by trifluoromethyl in benzenoid and heterocyclic aromatic systems, as well as in alkenyl and alkyl halogen compounds.The mechanism of this interesting copper-assisted process has been explored and an intermediate of the form - is proposed.Introduction of higher perfluoroalkyl groups from their respective sodium perfluoroalkane carboxylates has been demonstrated and the machanistic features are compared with those of the trifluoromethylation process.
Compounds of transition metals with ρ-bonded fluorine-containing groups. VI. A new method for the perfluoroalkylation of aromatic compounds by means of the perfluoroalkyl complexes of iron
Gerus, I. I.,Yagupol'skii, Yu. L.,Yagupol'skii, L. M.
, p. 1694 - 1698 (2007/10/02)
The action of silver fluoride on C3F7Fe(CO)4I in the presence of aromatic substrates (benzene, toluene, anisole, furan) at 20 deg C led to the formation of perfluoroalkylation products.On the basis of the isomeric composition of the obtained perfluoropropyl derivatives of toluene and anisole it was concluded that the process was cationic in nature.Perfluoropropyltoluenes were obtained when C3F7Fe(CO)4OCOCF3 or (C3F7)2Fe(CO)4 were heated in toluene.The cationic complex +BF4- reacts with dimethylaniline and with sodium p-toluenethiolate to form p-perfluoropropyldimethylaniline and p-tolyl perfluoropropyl sulfide.
PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS BETWEEN ALLYL, VINYL OR ARYL HALIDE AND PERFLUOROALKYL IODIDE WITH ZINC AND ULTRASONIC IRRADIATION
Kitazume, Tomoya,Ishikawa, Nobuo
, p. 137 - 140 (2007/10/02)
The reactions of perfluoroalkyl iodides with allyl, vinyl or aryl halides with ultrasonically dispersed zinc in the presence of palladium catalyst proceeded smoothly to give the corresponding allyl, vinyl or aryl perfluoroalkylides in a good yield.
