23680-39-9Relevant academic research and scientific papers
Stereodivergent Alkyne Hydrofluorination Using Protic Tetrafluoroborates as Tunable Reagents
Geaneotes, Paul,Guo, Rui,Liu, Peng,Qi, Xiaotian,Wang, Ruihan,Wang, Yi-Ming,Xiang, Hengye
supporting information, p. 16651 - 16660 (2020/07/16)
The discovery of safe, general, and practical procedures to prepare vinyl fluorides from readily available precursors remains a synthetic challenge. The metal-free hydrofluorination of alkynes constitutes an attractive though elusive strategy for their preparation. Introduced here is an inexpensive and easily handled reagent that enables the development of simple and scalable protocols for the regioselective hydrofluorination of alkynes to access both the E and Z isomers of vinyl fluorides. These reaction conditions were suitable for a diverse collection of alkynes, including several highly functionalized pharmaceutical derivatives. Computational and experimental mechanistic studies support C?F bond formation through vinyl cation intermediates, with the E- and Z-hydrofluorination products forming under kinetic and thermodynamic control, respectively.
Regio- and Stereoselective Synthesis of Fluorinated Enynes and Dienes via 1,1- or 1,2-Halofluoroalkenes
Eddarir, Said,Francesch, Charlette,Mestdagh, Helene,Rolando, Christian
, p. 741 - 756 (2007/10/03)
Monofluorinated enynes and dienes were synthesized stereospecifically through palladium-catalyzed condensation of 1-halo-1-fluoroalkenes or 1-halo-2-fluoroalkenes with monosubstituted alkynes or alkenes, or with allyltributyltin.The various halofluoroalke
Synthesis of fluorinated enynes and dienes via 1-bromo 2-fluoro alkenes
Eddarir,Mestdagh,Rolando
, p. 69 - 72 (2007/10/02)
A stereospecific synthesis of fluorinated enynes and dienes was performed through palladium-catalyzed condensation of 1-bromo-2-fluoroalkenes, synthesized either through 'BrF' addition to the corresponding alkynes or through bromine addition and HBr elimi
