68555-67-9Relevant academic research and scientific papers
Studies on sulfinatodehalogenation. XXIX. The sulfinatodehalogenation of primary polyfluoroalkyl iodides and bromides by sodium disulfite
Fan-Hong, Wu,Bing-Nan, Huang
, p. 233 - 234 (1994)
Using DMF, acetonitrile and alcohols as cosolvents, both polyfluoroalkyl iodides, such as Cl(CF2)nI (n = 4, 6, 8; 1a-c) and F(CF2)nI (n = 6, 8; 1d, e), and polyfluoroalkyl bromides, such as Cl(CF2)6Br (3b) and F(CF2)8Br (3e), react with sodium disulfite in neutral aqueous solution to give the corresponding sulfinates Cl(CF2)nSO2Na (n = 4, 6, 8; 2a-c) and F(CF2)nSO2Na (n = 6, 8; 2d, e) in good yield.In a similar manner, CF3CCl3 (4a) reacted with sodium disulfite to give CF3CCl2SO2Na (5a).
Self-catalyzed phototandem perfluoroalkylation/cyclization of unactivated alkenes: Synthesis of perfluoroalkyl-substituted quinazolinones
Sun, Bin,Huang, Panyi,Yan, Zhiyang,Shi, Xiayue,Tang, Xiaoli,Yang, Jin,Jin, Can
supporting information, p. 1026 - 1031 (2021/02/06)
A novel visible-light-induced radical tandem trifluoromethylation/cyclization of unactivated alkenes with sodium perfluoroalkanesulfinates (Rf = CF3, C3F7, C4F9, C6F13, C8F17) under air atmosphere has been developed. A range of quinazolinones containing unactivated alkene moiety and sodium perfluoroalkanesulfinates were compatible with this transformation, leading to a variety of perfluoroalkyl-substituted quinazoline alkaloids. Remarkably, the experiment can be carried out without any metal catalyst, strong oxidant, or external photosensitizer.
Photoredox-Catalyzed Synthesis of Remote Fluoroalkylated Azaarene Derivatives and the α-Deuterated Analogues via 1, n-Hydrogen-Atom-Transfer-Involving Radical Reactions
Chen, Xiaowei,Wei, Wenhui,Li, Chunyang,Zhou, Hongwei,Qiao, Baokun,Jiang, Zhiyong
supporting information, p. 8744 - 8749 (2021/11/20)
A modular strategy to access the remote fluoroalkylated azaarene derivatives and the α-deuterated analogues, which are the isosteres of many pharmaceutically important compounds, is reported. Transformations under the sustainable photoredox catalysis platform could efficiently experience cascade radical addition, 1,n-hydrogen atom transfer (HAT), and single-electron reduction to offer the crucial anions α to azaarenes. Through reacting with H2O or the inexpensive D2O, two series of valuable products were obtained in high yields with substantial deuterium incorporation. The work demonstrates that the HAT of the α-sp3 C-H of the electron-withdrawing azaarenes with alkyl radicals is viable.
Fluoric crown ether containing compound and application thereof
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Paragraph 0092-0095, (2019/06/12)
The invention discloses a fluoric crown ether containing compound and application thereof. The invention concretely provides the compound shown as a formula (I); the synthesis and preparation method of the compound is simple and compact; the hydrophobic property is high; the compound can be easily dissolved into an organic phase. The compound shown as the formula (I) is used for extracting and separating lithium isotope; in the extraction and reverse extraction separation process, the separation of two phases is fast; the efficiency is high; the high separation coefficient is realized on the lithium isotope. The formula is shown in the description.
Method for preparing compound containing fluorine alkane
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Paragraph 0065; 0066, (2016/10/17)
The invention provides a method for preparing a compound containing fluorine alkane. According to the method, under the action of single electron oxidant, perfluoroalkyl sulfinate and 1-olefin react in first solvent, and the compound containing the fluorine alkane is obtained. The preparation method is mild in reaction condition and simple in synthesis path/route, scaled production is achieved easily, a high yield is achieved, and the compound containing the fluorine alkane has high purity.
Perfluoroalkanesulfonylation of Alkynyl(phenyl)iodonium Tosylates by the Weakly Nucleophilic Sodium Perfluoroalkanesulfinates
Han, Jia-Bin,Yang, Lian,Chen, Xing,Zha, Gao-Feng,Zhang, Cheng-Pan
supporting information, p. 4119 - 4124 (2016/12/30)
An additive- and transition metal-free perfluoroalkanesulfonylation of alkynyl(phenyl)iodonium tosylates with sodium perfluoroalkanesulfinates (RfnSO2Na) is described. The poorly nucleophilic RfnSO2Na reacted with alkynyl(phenyl)iodonium salts in dichloromethane at room temperature under a nitrogen atmosphere for 5–60 minutes to afford a variety of acetylenic triflones and alkynyl perfluoroalkyl sulfones in good to quantitative yields. The position of substituents on the phenyl rings of the arylethynyl moiety in the iodonium salts had a big influence on the reaction. The formation of five-membered cyclic vinyl sulfones suggested that the reaction proceeds via an alkylidene carbene intermediate. Furthermore, successful scaling-up of the reaction demonstrates the practicality of the new method. Advantages of the method include short reaction times, mild conditions, and the easy access to perfluoroalkanesulfonylation reagents (RfnSO2Na). (Figure presented.).
Practical and efficient synthesis of perfluoroalkyl iodides from perfluoroalkyl chlorides via modified sulfinatodehalogenation
Cao, Hai-Ping,Chen, Qing-Yun
, p. 1187 - 1190 (2008/02/10)
A novel two-step one pot synthesis of perfluoroalkyl iodides (α,ω-diiodoperfluoroalkanes) from perfluoroalkyl chlorides (α-chloro-ω-iodoperfluoroalkanes) has been developed by initial conversion to the corresponding sodium perfluoroalkanesulfinates with sodium dithionite and then subsequent oxidation by iodine.
New synthesis of polyfluoroalkanesulfonylureas
Benfodda,Delon,Guillen,Blancou
, p. 1353 - 1358 (2008/09/18)
This study describes a new synthesis of F-alkanesulfonyl ureas by reaction of the sodium salt of perfluoroalkane sulfonamide (RF = C4F9, C6F13) with some isocyanates in anhydrous THF. The perfluorinated sulfonylureas are obtained, in one step, from moderate to good yields.
PROCESS FOR THE SYNTHESIS OF POLYFLUOROCARBOXYLIC ACIDS
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Page/Page column 7, (2008/06/13)
The invention relates to a process for the preparation of the acids of formula: Rf(CX2CF2)m-1CX2COOH by reaction of the sulphinates of formula: Rf(CX2CF2)m SO2Na with a radical initiator, in which formulae m is an integer from 2 to 6, Rf is a linear or branched perfluoroalkyl group comprising from 1 to 6 carbon atoms, X= F or H. According to one advantageous form, Rf is a linear or branched perfluoroalkyl group comprising from 2 to 4 carbon atoms. According to another advantageous form, m is an integer from 3 to 5.
Reaction of Perfluoroalkanesulfinates with Allyl and Propargyl Halides. A Convenient Synthesis of 3-(Perfluoroalkyl)prop-1-enes and 3-(Perfluoroalkyl)allenes
Hu, Chang-Ming,Qing, Feng-Ling,Huang, Wei-Yuan
, p. 2801 - 2804 (2007/10/02)
The reaction of perfluoroalkanesulfinates, RfCF2SO2Na, with allyl and propargyl halides, in the presence of (NH4)2S2O8, gave 3-(perfluoroalkyl)prop-1-enes (RfCH2CH=CH2) and 3-(perfluoroalkyl)allenes (RfCH=C=CH2), respectively, in good yield.Evidence is presented for a radical addition-elimination mechanism for the reaction.The reaction represents a synthetically viable and convenient route to such compounds.
