345-60-8Relevant academic research and scientific papers
Aromatic fluorocopolymers based on α-(difluoromethyl)styrene and styrene: Synthesis, characterization, and thermal and surface properties
Wolska, Joanna,Walkowiak-Kulikowska, Justyna,Szwajca, Anna,Koroniak, Henryk,Améduri, Bruno
, p. 41836 - 41849 (2018)
A study on the α-(difluoromethyl)styrene (DFMST) reactivity under conventional radical copolymerization conditions is presented. Although the homopolymerization of DFMST failed, its radical bulk copolymerization with styrene (ST) led to the synthesis of f
Biocatalytic Strategy for the Highly Stereoselective Synthesis of CHF2-Containing Trisubstituted Cyclopropanes
Carminati, Daniela M.,Decaens, Jonathan,Couve-Bonnaire, Samuel,Jubault, Philippe,Fasan, Rudi
supporting information, p. 7072 - 7076 (2021/02/27)
The difluoromethyl (CHF2) group has attracted significant attention in drug discovery and development efforts, owing to its ability to serve as fluorinated bioisostere of methyl, hydroxyl, and thiol groups. Herein, we report an efficient biocat
Catalytic Enantioselective Synthesis of Highly Functionalized Difluoromethylated Cyclopropanes
Bos, Maxence,Huang, Wei-Sheng,Poisson, Thomas,Pannecoucke, Xavier,Charette, André B.,Jubault, Philippe
supporting information, p. 13319 - 13323 (2017/10/17)
The first catalytic asymmetric synthesis of highly functionalized difluoromethylated cyclopropanes is described. The method, based on a rhodium-catalyzed cyclopropanation of difluoromethylated olefins, gives access to a broad range of cyclopropanes bearing ester, ketone, or nitro functional groups. By using Rh2((S)-BTPCP)4 as a catalyst, the corresponding products were obtained in high yields and high diastereo- and enantioselectivities (up 20:1 d.r. and 99 % ee). This methodology allowed preparation of enantioenriched difluoromethylcyclopropanes for the first time.
Photocatalytic alkene reduction by a B12-TiO2 hybrid catalyst coupled with C-F bond cleavage for: Gem -difluoroolefin synthesis
Tian, Hui,Shimakoshi, Hisashi,Imamura, Kenji,Shiota, Yoshihito,Yoshizawa, Kazunari,Hisaeda, Yoshio
supporting information, p. 9478 - 9481 (2017/09/01)
Photocatalytic syntheses of gem-difluoroolefins were performed using the B12-TiO2 hybrid catalyst during the CC bond reduction of α-trifluoromethyl styrenes with C-F bond cleavage at room temperature under nitrogen. The gem-difluoroolefins were used as synthetic precursors for fluorinated cyclopropanes.
α-(Difluoromethyl)styrene: Improved approach to grams scale synthesis
Walkowiak-Kulikowska, Justyna,Kanigowska, Joanna,Koroniak, Henryk
, p. 175 - 178 (2015/11/10)
Improved, efficient, grams scale synthesis of α-(difluoromethyl)styrene (DFMST) based on nucleophilic difluoromethylation process using difluoromethylphenyl sulfone, is presented. Difluoromethylating agent (PhSO2CF2H) was obtained in two-step synthetic sequence with 69% overall yield. Three-step DFMST synthetic route was easily implemented for the preparation of gram quantities of the monomer, allowing for polymerization studies. The syntheses were based on the use of commercially available and reasonable in price starting materials and reagents.
Syntheses of mono-, di-, and trifluorinated styrenic monomers
Walkowiak, Justyna,Del Campo, Teresa Martinez,Ameduri, Bruno,Gouverneur, Veronique
experimental part, p. 1883 - 1890 (2010/08/20)
Concise syntheses of gram quantities of three fluorinated -methylstyrenic monomers suitable for polymerisation studies are disclosed, all based on the use of reasonably priced commercially available starting materials and reagents. Georg Thieme Verlag Stuttgart New York.
Synthesis of gem-difluoroalkenes via β-fluoride elimination of organorhodium(I)
Miura, Tomoya,Ito, Yoshiteru,Murakami, Masahiro
supporting information; experimental part, p. 1006 - 1007 (2009/04/06)
Treatment of α-(trifluoromethyl)styrenes with arylboronic esters and MeMgCl in the presence of a rhodium(I) catalyst affords gem-difluoroalkenes. The reaction proceeds through the addition of arylrhodium(I) species across the electron-deficient carbon-carbon double bond and the subsequent β-fluoride elimination. Copyright
FLUORINATION WITH CAESIUM FLUOROXYSULPHATE. ROOM TEMPERATURE FLUORINATION OF PHENYL SUBSTITUTED OLEFINS
Stavber, Stojan,Zupan, Marko
, p. 5035 - 5044 (2007/10/02)
Room -temperature fluorination of 1,1-diphenylethene with caesium fluoroxysulphate in methylene chloride resulted in an addition elimination process, thus yielding 1,1-diphenyl-2-fluoroethene, while in the presence of nucleophile containing species, i.e.,
Room-temperature Fluorination of Alkenes with Caesium Fluoroxysulphate
Stavber, Stojan,Zupan, Marko
, p. 795 - 796 (2007/10/02)
Room-temperature fluorination of 1,1-diphenylethene with caesium fluoroxysulphate resulted in the formation of 2-fluoro-1,1-diphenylethene; norborn-2-ene gave only 7-fluoronortricyclene and 7-syn-fluoronorborn-2-ene, while reactions with various cyclic enol acetates gave α-fluorocycloalkanones in high yield.
