135664-25-4Relevant academic research and scientific papers
Br?nsted acid-catalyzed 1,2-fluorine migration with fluoroepoxides
Luo, Tao,Zhang, Rui,Shen, Xiao,Zhang, Wei,Ni, Chuanfa,Hu, Jinbo
, p. 19636 - 19641 (2015/11/27)
A catalytic 1,2-fluorine migration reaction with simple fluoroepoxides at room temperature is reported. Under Br?nsted acid catalysis, α-fluorinated ketones are efficiently constructed in the absence of an external fluorine source through a 1,2-fluorine migration reaction. The experimental results indicate that the present 1,2-fluorine migration reaction proceeds via a carbocation intermediate.
Micellar-system-mediated direct fluorination of ketones in water
Stavber, Gaj,Zupan, Marko,Stavber, Stojan
scheme or table, p. 589 - 594 (2009/07/09)
A micellar system was developed and applied for direct regioselective fluorination of a variety of cyclic and acyclic ketones to α-fluoroketones in water as reaction medium with Selectfluor F-TEDA-BF4 as fluorinating reagent. The inexpensive ionic amphiphile sodium dodecyl sulfate (SDS) was found to be an excellent promoter for fluorofunctionalization of hydrophobic ketones without prior activation or use of acid catalysts. Georg Thieme Verlag Stuttgart.
N-Fluorobisimide: An Efficient Reagent for the α-Fluorination of Functionalized Carbonyl Compounds
Resnati, Giuseppe,DesMarteau, Darryl D.
, p. 4925 - 4929 (2007/10/02)
The N-fluorobisimide (1) has been used in the electrophilic fluorination of the lithium enolate of esters, amides, and ketones.The corresponding α-fluorocarbonyl compounds have been obtained in good yields.The α-fluorination of β-diesters, β-diamides, β-keto esters, and β-diketones has been performed either on the neutral compounds or on the metal enolates.In this way some geminal azafluoro, chlorofluoro, fluorooxy compounds have been prepared in nearly quantitative yields.Also some α-keto esters and acids have been selectively monofluorinated in the β-position by simple treatment of the neutral compound with 1.
