34093-70-4Relevant academic research and scientific papers
Efficient one-pot synthesis of 2-chloro-1,1, 1-trifluoro-2-alkenes under solvent-free conditions
Chen, Mu-Wang,Zhang, Xing-Guo,Zhong, Ping,Hu, Mao-Lin
experimental part, p. 756 - 763 (2009/09/05)
The improved one-pot Wittig reaction had been used to prepare trifluoromethyl-containing olefins under solvent-free conditions. Treatment of aldehydes with PPh3 and CF3CCl3 in the presence of K2CO3 at 100°C afforded 2-chloro-1,1,1-trifluoro-2-alkenes in g
New approach to the synthesis of trifluoromethylvinyl sulfides
Muzalevskiy,Shastin,Balenkova,Nenajdenko
, p. 1526 - 1533 (2008/09/18)
Nucleophilic substitution reaction of halogen atom in β-chloro-and β-bromo-β-trifluoromethylstyrenes by thiolates was studied. Stereo-and regioselectivity of the reaction with respect to the electronic and sterical properties of substituents in the aromat
Photochemical generation of highly destabilized vinyl cations: The effects of α- and β-trifluoromethyl versus α- and β-methyl substituents
Van Alem, Kaj,Belder, Geerte,Lodder, Gerrit,Zuilhof, Han
, p. 179 - 190 (2007/10/03)
(Chemical Equation Presented). The photochemical reactions in methanol of the vinylic halides 1-4, halostyrenes with a methyl or a trifluoromethyl substituent at the α- or β-position, have been investigated quantitatively. Next to E/Z isomerization, the reactions are formation of vinyl radicals, leading to reductive dehalogenation products, and formation of vinyl cations, leading to elimination, nucleophilic substitution, and rearrangement products. The vinyl cations are parts of tight ion pairs with halide as the counterion. The elimination products are the result of β-proton loss from the primarily generated α-CH3 and α-CF3 vinyl cations, or from the α-CH3 vinyl cation formed from the β-CH3 vinyl cation via a 1,2-phenyl shift. The β-CF 3 vinyl cation reacts with methanol yielding nucleophilic substitution products, no migration of the phenyl ring producing the α-CF3 vinyl cation occurs. The α-CF3 vinyl cation, which is the most destabilized vinyl cation generated thus far, gives a 1,2-fluorine shift in competition with proton loss. The experimentally derived order of stabilization of the vinyl cations photogenerated in this study, α-CF3 3 3 3, is corroborated by quantum chemical calculations, provided the effect of solvent is taken into account.
A novel approach to fluoro-containing alkenes
Korotchenko, Vasily N,Shastin, Alexey V,Nenajdenko, Valentine G,Balenkova, Elisabeth S
, p. 7519 - 7527 (2007/10/03)
A new and general one-pot transformation of aromatic aldehydes to fluorinated olefins containing -CH=C(Cl)CF3 or -CH=C(F)CClF2 moieties is described. Freons CCl3CF3 and CCl2FCClF2 were used as trifluoromethyl and difluoromethyl C2-building blocks respectively. A proposed mechanism for the reaction is discussed.
Synthesis of fluorine compounds using zinc complex of halothane
Takagi, Toshiyuki,Nakamoto, Makoto,Sato, Kazuyuki,Koyama, Mayumi,Ando, Akira,Kumadaki, Itsumaro
, p. 12667 - 12676 (2007/10/03)
We have reported the Grignard reaction of Halothane, 2-bromo-2-chloro-1,1,1-trifluoroethane (1), with ketones gave unexpected products, α-(1-bromo-1-chloro-2,2,2-trifluoroethyl)alcohols (4) at a low temperature. However, this reaction hardly proceeded with aldehydes. Now, we found the reaction of 1 with aldehydes in the presence of zinc gave not only products of type 4, but α-(1-chloro-2,2,2-trifluoroethyl)alcohols (3), the expected type of products, under mild conditions in good to moderate yields.
A method for synthesis of fluorine compounds using abnormal Grignard reaction of halothane. II. Reaction with aldehydes and unsaturated ketones
Takagi,Takesue,Isowaki,Koyama,Ando,Kumadaki
, p. 1071 - 1075 (2007/10/02)
In an abnormal Grignard reaction of halothane, the primary Grignard reagent reacts with another mole of halothane to give 1-bromo-1-chloro- 2,2,2-trifluoroethylmagnesium bromide, which in turn reacts with a carbonyl compound to give 1-bromo-1-chloro-2,2,2
Electroreductive coupling of halofluoro compounds with aldehydes
Shono,Kise,Oka
, p. 6567 - 6570 (2007/10/02)
Electroreductive intermolecular coupling of halofluoro compounds such as 1,1,1-trichloro-2,2,2-trifluoroethane, methyl chlorodifluoroacetate, and perfluoroalkyl halides with aldehydes took place effectively in the presence of chlorotrimethylsilane and one of the coupling products, 2,2-dichloro-3,3,3-trifluoro-1-phenyl-1-propranol, was selectively convertible to a variety of compounds with using the electroreduction as a key reaction.
Synthesis of trifluoromethylalkenes and alkynes. Trifluoromethyl captodative olefins
Laurent,Le Drean,Selmi
, p. 3071 - 3074 (2007/10/02)
β-ethylthio-β-trifluoromethylketones 3 and aldehydes 4 are easily prepared from β-chloroolefines 5 and 6. Trifluoromethylalkynes 7 and captodative alkenes 8 are obtained by reaction of KOH on aldehydes 6 or 4.
Process for preparing polyhalogenated carbinols
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, (2008/06/13)
There is disclosed a process for preparing polyhalogenated carbinols having formula: STR1 by reacting a compound having formula: STR2 with a system consisting of a compound having formula: STR3 and of a divalent metal or of a metal salt, in protic dipolar solvents, in which formulae R=H, an alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkadienyl, phenyl, naphthyl, anthracyl group, a heterocyclic radical, optionally substituted; R'=H, a haloalkyl, --CN, --COOR" group with R" equal to H or to an alkyl group; X1 =Cl, Br; =X2 =F, Cl, Br; X3 =Cl, Br, CF3, CCl3 ; Y=Br or Cl when X1, X2 and X3 are different from Br.
Synthesis of 1-Aryl-3,3,3-trifluoro-1-propynes and 3,5-Diaryl-4-trifluoromethylisoxazoles
Meazza, Giovanni,Capuzzi, Luigi,Piccardi, Paolo
, p. 331 - 334 (2007/10/02)
Diaryl-substituted trifluoromethylisoxazoles 5a-i, 6a-c, and 6e-i are synthesized from aromatic nitrile oxides and various substituted 1-aryl-3,3,3-trifluoro-1-propynes.
