14584-33-9Relevant academic research and scientific papers
Room-temperature Fluorination of Alkenes with Caesium Fluoroxysulphate
Stavber, Stojan,Zupan, Marko
, p. 795 - 796 (1981)
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.
Allylic fluorides via the cleavage of tertiary cyclopropyl silyl ethers with diethylaminosulfur trifluoride
Kirihara, Masayuki,Kambayashi, Toshihiro,Momose, Takefumi
, p. 1103 - 1104 (1996)
Treatment of tertiary cyclopropyl silyl ethers with diethylaminosulfur trifluoride (DAST) causes ring opening to give allylic fluorides in moderate to high yields.
Synthesis and reactivity of [18F]-N-fluorobenzenesulfonimide
Teare, Harriet,Robins, Edward G.,Arstad, Erik,Luthra, Sajinder K.,Gouverneur, Veronique
, p. 2330 - 2332 (2007)
A novel [18F]NF reagent and two novel radiochemical transformations have been developed: [18F]NFSi has been prepared from sodium dibenzenesulfonimide and reacted in the presence of silyl enol ethers and allylsilanes to deliver labell
Ritter-type fluorofunctionalisation as a new, effective method for conversion of alkenes to vicinal fluoroamides
Stavber, Stojan,Pecan, Tjasa Sotler,Papez, Maja,Zupan, Marko
, p. 2247 - 2248 (1996)
A range of alkenes are converted to vicinal fluoroacetamides in high yield by reaction with 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Accufluor NFTh) in acetonitrile solution.
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
An Electroreductive Approach to Radical Silylation via the Activation of Strong Si-Cl Bond
Lu, Lingxiang,Siu, Juno C.,Lai, Yihuan,Lin, Song
supporting information, p. 21272 - 21278 (2020/12/21)
The construction of C(sp3)-Si bonds is important in synthetic, medicinal, and materials chemistry. In this context, reactions mediated by silyl radicals have become increasingly attractive but methods for accessing these intermediates remain limited. We present a new strategy for silyl radical generation via electroreduction of readily available chlorosilanes. At highly biased potentials, electrochemistry grants access to silyl radicals through energetically uphill reductive cleavage of strong Si-Cl bonds. This strategy proved to be general in various alkene silylation reactions including disilylation, hydrosilylation, and allylic silylation under simple and transition-metal-free conditions.
Rhodium catalysed enantioselective synthesis of mono-(halo)-methyl-cyclopropanes
Schlinquer, Claire,Huang, Wei-Sheng,Chen, Ling,Poisson, Thomas,Pannecoucke, Xavier,Charette, André B.,Jubault, Philippe
supporting information, p. 472 - 476 (2019/01/24)
The catalytic asymmetric synthesis of mono-fluoro-, -chloro- and -bromomethyl-1,2-diaryl cyclopropane ester is described. The reaction, using Rh2((S)-BTPCP)4 as a catalyst, allowed the formation of the desired cyclopropanes in good to excellent yields (up to 99%) and excellent diastereoselectivities (up to >20:1) and with a high level of enantioselectivities (up to 98% ee). Finally, the synthetic utility of the chiral cyclopropanes was also demonstrated.
Palladium-catalyzed allylic fluorination
Hollingworth, Charlotte,Hazari, Amaruka,Hopkinson, Matthew N.,Tredwell, Matthew,Benedetto, Elena,Huiban, Mickael,Gee, Antony D.,Brown, John M.,Gouverneur, Veronique
, p. 2613 - 2617 (2011/05/03)
Mild and rapid: The title reaction is presented and its applicability to 18F radiolabeling is demonstrated (see scheme; TBAF=tetra-n- butylammonium fluoride, THF=tetrahydrofuran, dba=dibenzylideneacetone). The use of p-nitrobenzoate as the leaving group is significant to the success of this catalytic organometallic fluorination process. A range of allylic fluorides were synthesized by this method. Copyright
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 aryl allylic fluorides by direct electrophilic fluorination of alkenes
Luo, Hai-Qing,Loh, Teck-Peng
supporting information; experimental part, p. 1554 - 1556 (2009/06/21)
Aryl allylic fluorides were synthesized in 47-83% yields by using Selectfluor as the electrophilic reagent in DMF. The outcome of this reaction may be explained by electronic effects while the reactivity was controlled by the stabilization effect of the aryl group on the benzylic cationic intermediates.
