455-31-2Relevant academic research and scientific papers
One-Electron Reductive Cleavage of the C-Cl Bond of ArCF2Cl: Convenient Route for the Synthesis of ArCF2 Derivatives
Yoshida, Masato,Morishima, Ayako,Suzuki, Daiki,Iyoda, Masahiko,Aoki, Kozo,Ikuta, Shigeru
, p. 2019 - 2023 (1996)
When ArCF2Cl was reacted with PhSeNa in DMF in the presence of light, it was found that a SRN1 type reaction occurred to give ArCF2SePh. As the reaction did not proceed without light, the substitution reaction should be in
THE PHOTOELECTRON SPECTRA OF THE FLUOROTOLUENES
Peel, J. Barrie,Nagy-Felsobuki, Ellak I. Von
, p. 195 - 206 (1987)
The He I and He II photoelectron spectra of the fluorotoluenes have been masured.The spectra are assigned using He I/He II cross-section ratios and a composite-molecule model within a valence-electron molecular potential (VEOMP) ansatz.The order of the fi
Catalytic fluorination of dichloromethylbenzene by HF in liquid phase. Preparation of fluorinated building blocks
Piou, Alexandre,Celerier, Stephane,Brunet, Sylvette
, p. 103 - 106 (2012)
The selective fluorination by successive Cl/F exchanges of the dichloromethylbenzene, was studied in the presence of HF as the fluorinating agent. The influence of the presence of a catalyst or a basic solvent (such as dioxane, pyridine, tributylphosphate
Reductive Conversion of Chlorodifluoromethylbenzene with Samarium(II) Diiodide
Yoshida, Masato,Suzuki, Daiki,Iyoda, Masahiko
, p. 2357 - 2360 (1994)
PhCF2Cl suffered readily one-electron reduction with SmI2 to give PhCF2 radical and chloride ion.The resulting PhCF2 radical was further reduced with SmI2 to PhCF2SmI2 which reacted with electrophile such as Me3SiCl.The initially formed PhCF2 radical coul
Iron-Catalyzed Fluoroalkylation of Arylborates with Sulfone Reagents: Beyond the Limitation of Reduction Potential
Hu, Jinbo,Miao, Wenjun,Ni, Chuanfa,Wei, Zhiqiang
supporting information, p. 13597 - 13602 (2021/05/10)
The iron-catalyzed alkyl–aryl coupling reaction between sulfones and arylboron compounds has remained a challenge. We report the first iron-catalyzed radical difluoroalkylation of arylborates with N-heteroaryl sulfones. The coordination between the iron catalyst and the nitrogen atom of N-heteroaryl sulfones was identified to be important in overcoming the reduction potential limitation of sulfones in the intermolecular single-electron-transfer process, which enables both fluoroalkyl N-heteroaryl sulfones (with relatively high reduction potentials) and nonfluorinated alkyl N-heteroaryl sulfones (with low reduction potentials) to serve as powerful alkylation reagents.
METHOD AND REAGENT FOR DEOXYFLUORINATION
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Paragraph 0148-0150; 0152; 0159, (2021/05/29)
A safe, simple, and selective method and reagent for deoxyfluorination is disclosed. With the method and reagent disclosed herein, organic compounds such as carboxylic acids, carboxylates, carboxylic acid anhydrides, aldehydes, and alcohols can be fluorinated by using the most common nucleophilic fluorinating reagents and electron deficient fluoroarenes as mediators under mild conditions, giving corresponding fluoroorganic compounds in excellent yield with a wide range of functional group compatibility and easy product purification. For example, directly utilizing KF for deoxyfluorination of carboxylic acids provides the most economical and the safest pathway to access acyl fluorides, key intermediates for syntheses of peptide, amide, ester, and dry fluoride salts.
PROCESSES FOR FLUORINATION
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Paragraph 0179; 0184-0187, (2021/04/10)
The present technology relates to fluorination reactions. Specifically, processes useful for making the fungicide compound, DFT are disclosed. More broadly, also disclosed herein are processes useful for deoxyfluorination at the α-aromatic position of a given compound.
Decarbonylative Fluoroalkylation at Palladium(II): From Fundamental Organometallic Studies to Catalysis
Lalloo, Naish,Malapit, Christian A.,Taimoory, S. Maryamdokht,Brigham, Conor E.,Sanford, Melanie S.
supporting information, p. 18617 - 18625 (2021/11/16)
This Article describes the development of a decarbonylative Pd-catalyzed aryl-fluoroalkyl bond-forming reaction that couples fluoroalkylcarboxylic acid-derived electrophiles [RFC(O)X] with aryl organometallics (Ar-M′). This reaction was optimized by interrogating the individual steps of the catalytic cycle (oxidative addition, carbonyl de-insertion, transmetalation, and reductive elimination) to identify a compatible pair of coupling partners and an appropriate Pd catalyst. These stoichiometric organometallic studies revealed several critical elements for reaction design. First, uncatalyzed background reactions between RFC(O)X and Ar-M′ can be avoided by using M′ = boronate ester. Second, carbonyl de-insertion and Ar-RF reductive elimination are the two slowest steps of the catalytic cycle when RF = CF3. Both steps are dramatically accelerated upon changing to RF = CHF2. Computational studies reveal that a favorable F2C-H - -X interaction contributes to accelerating carbonyl de-insertion in this system. Finally, transmetalation is slow with X = difluoroacetate but fast with X = F. Ultimately, these studies enabled the development of an (SPhos)Pd-catalyzed decarbonylative difluoromethylation of aryl neopentylglycol boronate esters with difluoroacetyl fluoride.
A NEW METHOD OF 18F LABELLING AND INTERMEDIATE SALTS
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Page/Page column 73, (2021/06/26)
Disclosed herein is a salt of formula I: where R1, X, n, R, R1, Y, m, p, q, Z and o are as defined herein. Also disclosed herein are methods of using said salts in chemical synthesis, such as to prepare compounds isotopically enriched in 18F for use in PET imaging, as well as methods to make the compounds of formula I.
Preparation method of difluoromethyl aromatic hydrocarbon compound
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Paragraph 0041-0043, (2020/09/09)
The invention discloses a preparation method of a difluoromethyl aromatic hydrocarbon compound, which comprises the following steps: (1) in a nitrogen atmosphere, sequentially adding an aryl mono-substituted malonic acid substrate, a silver catalyst, alkali and a selective fluorine reagent into a reaction tube, adding a solvent, and reacting at corresponding temperature for 11-13 hours, wherein the molar ratio of the aryl mono-substituted malonic acid substrate to the silver catalyst to the alkali to the selective fluorine reagent is 1: (0.1-1): (0.5-5): (4-10); and (2) carrying out quenchingreaction by using 3M hydrochloric acid, and sequentially carrying out extraction, organic phase combination, washing, drying, organic phase spin-drying and purification on the reaction product to obtain the difluoromethyl aromatic hydrocarbon compound. The preparation method disclosed by the invention is simple to operate, simple and cheap in raw materials, easy in preparation, mild in conditions,good in functional group compatibility and very practical.
