138559-89-4Relevant academic research and scientific papers
E-(3-Trifluoromethyl-1,3-butadienyl)di-isopropoxyborane as a potentially useful CF3-containing building block: synthesis and palladium-promoted coupling with aryl halides
Jin, Fuqiang,Xu, Yuanyao,Jiang, Biao
, p. 111 - 114 (1993)
The title compound was synthesized from a trifluoroisopropenyl-zinc reagent and E-(2-bromoethenyl)di-isopropoxyborane.As a potentially useful building block for trifluoromethylated compounds, this trifluoromethyl-containing boron reagent underwent a palla
Palladium-Catalyzed Trimethylenemethane Cycloaddition of Olefins Activated by the δ-Electron-Withdrawing Trifluoromethyl Group
Trost, Barry M.,Debien, Laurent
, p. 11606 - 11609 (2015/09/28)
α-Trifluoromethyl-styrenes, trifluoromethyl-enynes, and dienes undergo palladium-catalyzed trimethylenemethane cycloadditions under mild reaction conditions. The trifluoromethyl group serves as a unique δ-electron-withdrawing group for the activation of the olefin toward the cycloaddition. This method allows for the formation of exomethylene cyclopentanes bearing a quaternary center substituted by the trifluoromethyl group, compounds of interest for the pharmaceutical, agrochemical, and materials industries. In the diene series, the cycloaddition operates in a [3 + 4] and/or [3 + 2] manner to give rise to seven- and/or five-membered rings. This transformation greatly improves the scope of the TMM cycloaddition technology and provides invaluable insights into the reaction mechanism.
Methylenation of perfluoroalkyl ketones using a Peterson olefination approach
Hamlin, Trevor A.,Kelly, Christopher B.,Cywar, Robin M.,Leadbeater, Nicholas E.
, p. 1145 - 1153 (2014/03/21)
An operationally simple, inexpensive, and rapid route for the olefination of a wide array of trifluoromethyl ketones to yield 3,3,3- trifluoromethylpropenes is reported. Using a Peterson olefination approach, the reaction gives good to excellent yields of the alkene products and can be performed without purification of the β-hydroxysilyl intermediate. The reaction can be extended to other perfluoroalkyl substituents and is easily scaled up. The alkenes prepared can be readily transformed into a variety of other perfluoroalkyl-containing compounds.
Palladium-catalyzed cross-coupling of trifluoroisopropenylzinc reagent with vinyl halides. A novel stereospecific synthesis of trifluoromethylated 1,3-dienes
Jiang,Xu
, p. 511 - 514 (2007/10/02)
1,3-Dienes containing a CF3-group were stereospecifically synthesized via palladium-catalyzed cross-coupling of trifluoroisopropenylzinc reagent with vinyl halides in high yields. A novel CF3-containing nucleoside, 5-(α-CF3/sub
