143264-58-8Relevant academic research and scientific papers
Metal-free trifluoromethylation of aromatic and heteroaromatic aldehydes and ketones
Qiao, Yupu,Si, Tuda,Yang, Ming-Hsiu,Altman, Ryan A.
, p. 7122 - 7131 (2014/08/18)
The ability to convert simple and common substrates into fluoroalkyl derivatives under mild conditions remains an important goal for medicinal and agricultural chemists. One representative example of a desirable transformation involves the conversion of aromatic and heteroaromatic ketones and aldehydes into aryl and heteroaryl β,β,β-trifluoroethylarenes and -heteroarenes. The traditional approach for this net transformation involves stoichiometric metals and/or multistep reaction sequences that consume excessive time, material, and labor resources while providing low yields of products. To complement these traditional strategies, we report a one-pot metal-free decarboxylative procedure for accessing β,β,β- trifluoroethylarenes and -heteroarenes from readily available ketones and aldehydes. This method features several benefits, including ease of operation, readily available reagents, mild reaction conditions, high functional-group compatibility, and scalability.
A Facile Synthesis of Disubstituted 1,1-Difluoro-1-alkenes via Double Transmetalation of 2,2-difluorovinylboranes
Ichikawa, Junji,Minami, Toru,Sonoda, Takaaki,Kobayashi, Hiroshi
, p. 3779 - 3782 (2007/10/02)
2,2,2-Trifluoroethyl p-toluenesulfonate is treated with butyllithium and trialkylboranes successively to generate 1-alkyl-2,2-difluorovinylboranes, which couple with aryl iodides in the presence of cuprous iodide and palladium catalyst to afford 1,1-difluoro-1-alkenes in excellent yields. Key Words: Difluoroalkene; Difluorovinylborane; Transmetalation; Coupling reaction; Palladium catalyst
A Novel Synthesis of Disubstituted 1,1-Difluoro-1-alkenes by Using 2,2,2-Trifluoroethyl p-Toluenesulfonate as a Difluorovinylidene Unit
Ichikawa, Junji,Moriya, Tsukasa,Sonoda, Takaaki,Kobayashi, Hiroshi
, p. 961 - 964 (2007/10/02)
2,2,2-Trifluoroethyl p-toluenesulfonate is treated with lithium diisopropylamide and trialkylboranes successively to generate 1-alkyl-2,2-difluorovinylboranes, which in turn couple with aryl iodides in the presence of palladium catalyst and tetrabutylammo
(DIETHYLPHOSPHINYL)DIFLUOROMETHYLLITHIUM. -PREPARATION AND SYNTHETIC APPLICATION-
Obayashi, Michio,Ito, Eiji,Matsui, Kiyohide,Kondo, Kiyosi
, p. 2323 - 2326 (2007/10/02)
The action of lithium diisopropylamide on diethyl difluoromethylphosphonate gives the title reagent which reacts with various electrophiles to introduce difluoromethylene or difluoromethyl unit.
