Nanopalladium-Catalyzed Oxidative Heck Reaction of Fluorinated Olefins: H2O2 as a Green Oxidant
Pd-based nanocatalysts were prepared through immobilization of Pd(OAc)2/phenanthroline on nanocarbon materials and subsequent pyrolysis. The catalysts were characterized by X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS) and electron microscopy (TEM). Pd-based nanocatalysts can efficiently catalyze the oxidative Heck reaction of tetrafluoropropylene by using H2O2 as a green oxidant and generate (Z)-β-fluoro-β-(trifluoromethyl)styrenes in excellent yield. The yield and Z/E selectivity of the titled reaction remained higher than 90% after four reaction cycles. Graphic Abstract: [Figure not available: see fulltext.]
Cross-Coupling Reactions of (Z)-2-Fluoro-2-trifluoromethylethenyl Tosylate with Aryl- and Arylethenylboronic Acids
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Jin, Yeong Hyun,Lee, Seo Hee,Jeon, Sung Lan,Jeong, In Howa
supporting information
p. 567 - 570
(2018/03/28)
Oxidative Heck Reaction of Fluorinated Olefins with Arylboronic Acids by Palladium Catalysis
The palladium-catalyzed oxidative Heck reaction of 2,3,3,3-tetrafluoroprop-1-ene with various arylboronic acids was explored for the first time. This method provides a direct route to access (Z)-β-fluoro-β-(trifluoromethyl)styrenes with high stereoselectivity.
Novel efficient synthesis of β-fluoro-β-(trifluoromethyl)styrenes
CF3CFBr2 was employed in catalytic olefination reactions of aromatic aldehydes. In situ prepared hydrazones of aldehydes were transformed to β-fluoro-β-(trifluoromethyl)styrenes by reaction with CF3CFBr2 under CuCl catalysis. Based on this reaction, a novel stereoselective approach towards β-fluoro-β-(trifluoromethyl)styrenes was elaborated. Nucleophilic vinylic substitution of fluorine by secondary amines, thiolates and alkoxides in β-fluoro-β-(trifluoromethyl)styrenes was also tested.
Goldberg, Aleksey A.,Muzalevskiy, Vasiliy M.,Shastin, Aleksey V.,Balenkova, Elisabeth S.,Nenajdenko, Valentine G.
experimental part
p. 384 - 388
(2010/04/24)
Insight into the reactions of trifluorovinylsilanes with aromatic aldehydes
The conditions for the selective addition of trialkyl(trifluorovinyl) silanes to the C=O bond of aromatic aldehydes in the presence of cesium fluoride to give the corresponding "silylated" alcohols in high yields was performed. The reactivity of the "sily