- METHOD FOR PRODUCING FLUORINATED COMPOUND
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This invention solves the problem of providing an efficient, new method for producing a fluoromethylene-containing compound. The problem can be solved by a method for producing a compound represented by formula (1) or a ring-closed or ring-opened derivative of the compound, wherein R1 represents an organic group, RX represents hydrogen or fluorine, R2a, R2b, R2c, and R2d are the same or different, and each represents —Y—R21 or —N(—R22)2, or R2b and R2c may join together to form a bond, wherein Y represents a bond, oxygen, or sulfur, R21 represents hydrogen or an organic group, and R22, in each occurrence, is the same or different and represents hydrogen or an organic group; the method comprising step A of reacting a compound represented by formula (2), wherein X represents a leaving group, and other symbols are as defined above, with a compound represented by formula (3), wherein the symbols are as defined above, in the presence of a reducing agent under light irradiation.
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Paragraph 0151; 0152; 0153; 0154-0156; 0157; 0177-0182
(2019/03/14)
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- MANUFACTURING METHOD OF FLUOROALKANE
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PROBLEM TO BE SOLVED: To provide a manufacturing method of fluoroalkane capable of high purity fluoroalkane from inexpensive and easily available raw materials at high yield, and excellent in economical efficiency. SOLUTION: There is provided a manufacturing method of fluoroalkane for manufacturing Rf-CH2CH2CH2-Rh by reacting Rf-X and CH2=CHCH2-Rh in the presence of a reaction initiator to obtain Rf-CH2CHXCH2-Rh, and reducing the same in the presence of a noble metal catalyst and an inorganic compound. In the formula, Rf represents a fluorine-containing alkyl group having 2 to 12 carbon atoms, Rh represents an alkyl group having 2 to 12 carbon atoms, and X represents a bromine atom or an iodine atom. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
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Paragraph 0028; 0030
(2019/08/12)
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- PROCESS FOR THE PREPARATION OF SEMIFLUORINATED ALKANES USING GRIGNARD REAGENTS
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The present invention provides a method for preparing a compound of formula (I) F-(CF2)n-(CH2)m-Ro (I), wherein n is an integer from 2 to 12, m is an integer from 0 to 7, Ro is a linear or branched saturated alkyl group and o depicts the number of carbon atoms, o is an integer from 1 to 12, and wherein m+o is an integer from 2 to 12; comprising reacting a fluorinated compound of formula (II) F-(CF2)n-(CH2)m-X (II), wherein X is CI, Br, I, MgCl, MgBr, or Mgl, and n and m have the same meaning as in formula (I), with a non-fluorinated compound of formula (III) Ro-Y (III), wherein Y is CI, Br, I, MgCl, MgBr, or Mgl, with the proviso that when X is CI, Br or I, Y is MgCl, MgBr or Mgl, and when X is MgCl, MgBr or Mgl, Y is CI, Br or I, and Ro has the same meaning as in formula (I).
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Page/Page column 63-64
(2019/01/07)
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- PROCESS FOR THE PRODUCTION OF SEMIFLUORINATED ALKANES
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The present invention relates to a process for the production of semifluorinated alkanes.
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Page/Page column 25; 26; 29; 30; 31; 32; 33; 34
(2018/11/26)
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- Photoredox-Catalyzed Hydrodifluoroalkylation of Alkenes Using Difluorohaloalkyl Compounds and a Hantzsch Ester
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Photoredox-catalyzed hydrodifluoroalkylation of alkenes proceeded smoothly in the presence of a Hantzsch ester as a hydrogen source under visible light irradiation. The reaction was also applicable to the hydrodifluoroalkylation of alkynes, and a continuous photo flow reaction was also successful.
- Sumino, Shuhei,Uno, Misae,Fukuyama, Takahide,Ryu, Ilhyong,Matsuura, Makoto,Yamamoto, Akinori,Kishikawa, Yosuke
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p. 5469 - 5474
(2017/05/24)
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- (Me3Si)3SiH-mediated intermolecular radical perfluoroalkylation reactions of olefins in water
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Figure presented. Perfluoroalkyl-substituted compounds are regarded as important components of fluorophors and for the introduction of fluorous tags into organic substrates. Their syntheses in organic solvents are achieved through different methods, among which, the addition of perfluoroalkyl radicals to unsaturated bonds represents a convenient choice. On the other hand, intermolecular radical reactions in water have attracted the attention of synthetic chemists as a strategic route to carbon-carbon bond formation reactions. In this paper we undertook the intermolecular addition of perfluoroalkyl radicals on electron rich alkenes and alkenes with electron withdrawing groups in water, mediated by silyl radicals, and obtained perfluoroalkyl-substituted compounds in fairly good yields. The radical triggering events employed consist of the thermal decomposition of an azo compound and the dioxygen initiation. Our results indicate that for intermolecular carbon-carbon bond formation reactions mediated by (Me 3Si)3SiH, the decomposition of the azo compound 1,1′-azobis(cyclohexanecarbonitrile) (ACCN) is the best radical initiator. We also found that water exerts a relevant solvent effect on the rates of perfluoroalkyl radical additions onto double bonds and the H atom abstraction from the silane. Our account provides a versatile and convenient method to achieve perfluoroalkylation reactions of alkenes in water to render perfluoroalkylated alkanes as key intermediates in the synthesis of fluorophors and other fluorinated materials. This is the first report where perfluoroalkyl-substituted alkanes are synthesized through intermolecular radical carbon-carbon bond formation reactions in water, mediated by silyl radicals.
- Barata-Vallejo, Sebastian,Postigo, Al
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supporting information; experimental part
p. 6141 - 6148
(2010/11/18)
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- Nickel(0)-catalyzed fluoroalkylation of alkenes, alkynes, and aromatics with perfluoroalkyl chlorides
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Treatment of perfluoroalkyl chlorides (RFCl) with alkenes, alkynes, or aromatics in the presence of 0.1 equiv of nickel dichloride, 1.5 equiv of zinc powder, and 0.4 equiv of triphenylphosphine in DMF at 95-100 °C for 6-8 h give the correspondi
- Huang,Chen
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p. 4651 - 4656
(2007/10/03)
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