868602-86-2Relevant academic research and scientific papers
Visible-light-promoted olefinic trifluoromethylation of enamides with CF3SO2Na
Tang, Kai,Chen, Yixuan,Guan, Jianping,Wang, Zhujun,Chen, Kai,Xiang, Haoyue,Yang, Hua
, p. 7475 - 7479 (2021/09/08)
A visible-light-promoted olefinic C-H trifluoromethylation of enamides was developed by employing cheap and stable Langlois’ reagent as the CF3source. A series of β-CF3enamides were obtained in moderate to good yields with highE-isomer selectivity under mild conditions. Preliminary mechanistic studies suggest that molecular oxygen acts as the terminal oxidant for this net oxidative process, and theEisomer selectivity could be well explained by a base-assisted deprotonation of the cation intermediate.
Amide-assisted acetoxylation of vinyl C(sp2)-H bonds by rhodium catalysis
Yu, Wenlong,Chen, Jia,Gao, Kun,Liu, Zhanxiang,Zhang, Yuhong
supporting information, p. 4870 - 4873 (2015/04/27)
A direct regioselective acetoxylation of enamides has been accomplished using a combination of Cu(OAc)2 and rhodium catalyst. Cu(OAc)2 is served as the oxidant and also provides the source of acetate in the reaction.
PALLADIUM CATALYSED HECK ARYLATION OR VINYLATION OF 1-SUBSTITUTED OLEFINS
-
Page/Page column 14; 17, (2008/06/13)
The present invention relates to a process for preparing arylated or vinylated olefins.
The Heck reaction of electron-rich olefins with regiocontrol by hydrogen-bond donors
Mo, Jun,Xiao, Jianliang
, p. 4152 - 4157 (2007/10/03)
No salt please: Halide scavengers AgOTf and TlOAc are not required for the Heck coupling of electron-rich olefins with aryl bromides and chlorides. Using ammonium additives, these reactions can be carried out in either an imidazolium ionic liquid or a common molecular solvent, thus furnishing 1,1′- disubstituted olefins in high yields with excellent regioselectivities. (Chemical Equation Presented).
Palladium-catalyzed regioselective Heck arylation of electron-rich olefins in a molecular solvent-ionic liquid cocktail
Mo, Jun,Liu, Shifang,Xiao, Jianliang
, p. 9902 - 9907 (2007/10/03)
We have recently established that highly regioselective Heck arylation of electron-rich olefins can be accomplished with aryl halides without using any halide scavengers in imidazolium ionic liquid solvents. The results presented in this paper show that the benchmark electron-rich olefins vinyl ethers can be readily arylated by aryl bromides in a molecular solvent-ionic liquid cocktail with no compromise on regioselectivity. By introducing a small amount of 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]) to DMSO, the arylation reactions of the vinyl ethers 1a-d by the bromides 2a-j took place to afford essentially only the α arylated products. The enamide 1e underwent similar regioselective arylation in the solvent cocktail. In the absence of the ionic liquid, lower regioselectivities were observed. In comparison with the chemistry we have reported so far, the current method reduces considerably the reliance on the volume of ionic liquids used, providing a simpler and more practical synthetic pathway for preparing arylated vinyl ethers and aryl methyl ketones.
