- Synthesis of 2-phenylperfluoropropene and 1,1,1,3,3,3-hexafluoro-2-phenylpropane
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We describe the optimisation of reaction conditions for the synthesis of 2-phenylperfluoropropene and its HF addition product 1,1,1,3,3,3-hexafluoro-2-phenylpropane from 1,1,1-trifluoroacetophenone by the reaction with sodium chlorodifluoroacetate and tri
- Bhadury, Pinaki S.,Pant, Bhagwat P.,Palit, Meehir,Jaiswal, Devendra K.
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- Model II fluorine asia [...] inner salt synthesis and its application
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The present invention provides synthesis and application of difluoro methylene phosphorus inner salt, wherein the compound has a structure shown in Formula A: (R1R2R3)P+CF2CO2 -. The definitions of substituent groups are described in the specification. Th
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Paragraph 0283-0285
(2018/01/11)
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- F- Nucleophilic-Addition-Induced Allylic Alkylation
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Herein we present a novel strategy based on palladium-catalyzed allylic alkylation by taking advantage of the nucleophilic addition of external fluoride onto gem-difluoroalkenes as the initiation step. The merit of this protocol is highly appealing, as it enables a formal allylation of trifluoroethylarene derivatives through the in situ generation of β-trifluorocarbanions, which otherwise are deemed to be problematic in deprotonative allylation. Furthermore, this strategy distinguishes itself by high modularity, operational simplicity, and wide substrate scope with respect to allyl carbonates, giving rise to a broad array of homoallyltrifluoromethane derivatives, which otherwise would not be easily obtained using existing synthetic methods.
- Tian, Panpan,Wang, Cheng-Qiang,Cai, Sai-Hu,Song, Shengjin,Ye, Lu,Feng, Chao,Loh, Teck-Peng
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supporting information
p. 15869 - 15872
(2016/12/23)
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- Deoxygenative gem-difluoroolefination of carbonyl compounds with (chlorodifluoromethyl)trimethylsilane and triphenylphosphine
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Background: 1,1-Difluoroalkenes cannot only be used as valuable precursors for organic synthesis, but also act as bioisosteres for enzyme inhibitors. Among various methods for their preparation, the carbonyl olefination with difluoromethylene phosphonium ylide represents one of the most straightforward methods. Results: The combination of (chlorodifluoromethyl)trimethylsilane (TMSCF2Cl) and triphenylphosphine (PPh3) can be used for the synthesis of gem-difluoroolefins from carbonyl compounds. Comparative experiments demonstrate that TMSCF2Cl is superior to (bromodifluoromethyl)trimethylsilane (TMSCF2Br) and (trifluoromethyl)trimethylsilane (TMSCF3) in this reaction. Conclusion: Similar to many other Wittig-type gem-difluoroolefination reactions in the presence of PPh3, the reaction of TMSCF2Cl with aldehydes and activated ketones is effective.
- Wang, Fei,Li, Lingchun,Ni, Chuanfa,Hu, Jinbo
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supporting information
p. 344 - 351
(2014/03/21)
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- PREPARATION METHOD FOR FLUORINE-CONTAINING OLEFINS HAVING ORGANIC-GROUP SUBSTITUENTS
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An object of the present invention is to provide a method that enables the easy and efficient (high yield, high selectivity, low cost) preparation of a fluorine-containing olefin substituted with an organic group or groups from a fluorine-containing olefin. [Solution] The method for preparing a fluorine-containing olefin substituted with an organic group or groups, the method comprising a step of reacting a fluorine-containing olefin with an organic boron compound in the presence of an organic transition metal catalyst containing at least one transition metal selected from the group consisting of nickel, palladium, platinum, rhodium, ruthenium, and cobalt.
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Paragraph 0330-0333
(2014/01/07)
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- PREPARATION OF SELECTED FLUOROOLEFINS
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A process is disclosed for producing (CF3)2C=CH2, CF3CH=CF2, CF2=C(CF3)OCF2CHF2 and C6H5C(CF3)=CF2. The process involves contacting the corresponding fluorocarbon starting material selected from (CF3)2CFCH2F, (CF3)2CHF, (CF3)2CFOCF2CHF2 and C6H5CF(CF3)2, in the vapor phase, with a defluorination reagent selected from carbon, copper, iron, nickel and zinc at an elevated temperature of at least 300 DEG C.
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- Fluorinated phosphonium ylides: Versatile in situ Wittig intermediates in the synthesis of hydrofluorocarbons
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A simple and convenient technique has been developed for the synthesis, characterisation and isolation of hydrofluoro/hydrohalofluorocarbons such as chlorodifluoromethane (CF2ClH), difluoromethane (CF2H2), bromodifluoromethane (CF2BrH) and dibromofluoromethane (CFBr2H) as possible chlorofluorocarbon (CFC) alternatives. The Wittig reaction of carbonyl compounds with in situ generated triphenylphosphonium ylides in DMF forms terminal fluoroolefins. However, in the absence of the carbonyl moiety these ylides undergo decomposition. The high reactivity of fluoromethylene triphenylphosphonium ylides in DMF in the absence of the carbonyl moiety has been exploited for the first time to design the synthesis of hydrofluorocarbons.
- Bhadury, Pinaki S.,Palit, Meehir,Sharma, Mamta,Raza, Syed K.,Jaiswal, Devendra K.
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- Preparation of β,β-Difluoro-α-(trifluoromethyl)styrenes by Palladium-Catalyzed Coupling of Aryl Iodides with Pentafluoropropen-2-ylzinc Reagent
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Substituted aromatic iodides are functionalized by pentafluoropropen-2-ylzinc, CF3C(ZnX)=CF2 (X = Br, I, or CF2=CCF3-), in the presence of Pd(PPh3)4 to give the corresponding arenes in good yields.This is particularly attractive for the preparation of title styrenes substituted with groups such as -NO2 or CO2R, which are incompatible with organomagnesium reagents.The best yields of the title styrenes with electron-donating substituents were obtained in DMF.For electron-withdrawing substituents, the best results were achieved in triglyme.A correlation was observed between Hammett ? constants and 19F NMR chemical shifts (R = 0.93-0.99, n = 8) and 2JF-F coupling constants (R = 0.94, n = 8).
- Morken, Peter A.,Burton, Donald J.
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p. 1167 - 1172
(2007/10/02)
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- Proton-Transfer Reactions. 4. Near-Unity Kinetic Isotope Effects for Hydron Exchange and Dehydrofluorination Reactions
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Rates and isotope effects are reported for benzylic hydron exchange and dehydrofluorination reactions of C6H5CiHClCF3 (I) and C6H5CiH(CF3)2 (II) in alcoholic sodium alkoxide solutions.Reactions of I were studied in ethanol and isotop
- Koch, Heinz F.,Dahlberg, Donald B.,Lodder, Gerrit,Root, Karen S.,Touchette, Nancy A.,et al.
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p. 2394 - 2398
(2007/10/02)
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- THE SYNTHESIS OF ANTIINFLAMMATORY &α-(TRIFLUOROMETHYL)ARYLACETIC ACIDS
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Several novel α-trifluoromethylarylacetic acids were synthesized, utilizing chloropentafluoroacetone as the source of the trifluoromethyl group.One of these new acids, the trifluoro-analog (30) of ibuprofen, showed antiinflammatory, analgesic, and ulcerogenic properties similar to ibuprofen.
- Middleton, W. J.,Bingham, E. M.
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p. 561 - 574
(2007/10/02)
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- PREPARATION AND SYNTHETIC UTILITY OF FLUORINATED PHOSPHONIUM SALTS, BISPHOSPHONIUM SALTS AND PHOSPHORANIUM SALTS
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The reaction of tertiary phosphines with fluorohalomethanes provides a rapid and high yield synthesis of various types of fluorinated phosphonium salts, bis-phosphonium salts and phosphoranium salts.These salts are useful precursors to fluorine-containing
- Burton, Donald J.
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p. 339 - 358
(2007/10/02)
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