1007586-77-7Relevant academic research and scientific papers
Enantioselective Construction of Quaternary All-Carbon Centers via Copper-Catalyzed Arylation of Tertiary Carbon-Centered Radicals
Wu, Lianqian,Wang, Fei,Chen, Pinhong,Liu, Guosheng
, p. 1887 - 1892 (2019)
An enantioselective copper-catalyzed arylation of tertiary carbon-centered radicals, leading to quaternary all-carbon stereocenters, has been developed herein. The tertiary carbon-centered radicals, including both benzylic and nonbenzylic radicals, were produced by the addition of trifluoromethyl radical to α-substituted acrylamides, and subsequently captured by chiral aryl copper(II) species to give C-Ar bonds with excellent enantioselectivity. Importantly, an acylamidyl (CONHAr) group adjacent to the tertiary carbon radical is essential for the asymmetric radical coupling. The reaction itself features broad substrate scope, excellent functional group compatibility and mild conditions.
Palladium-catalyzed coupling reaction of -diazocarbonyl compounds with aromatic boronic acids or halides
Peng, Cheng,Yan, Guobin,Wang, Yan,Jiang, Yubo,Zhang, Yan,Wang, Jianbo
experimental part, p. 4154 - 4168 (2011/02/25)
Efficient palladium-catalyzed cross-coupling reactions of -diazocarbonyl compounds and arylboronic acids or aryl halides have been developed. The reaction proceeds smoothly for a range of diazo compounds, boronic acids, and halides. The coupling reaction conditions tolerate various substituents on the aromatic rings of the substrates, such as chloro, fluoro, acyl, oxo, ester, and nitro groups. This coupling reaction constitutes a novel access to -aryl-substituted ,-unsaturated carbonyl compounds. Mechanistically, palladium-carbene is supposed to be the key intermediate; its formation is followed by migratory insertion of an aryl group to the carbenic carbon of the palladium-carbene complex and subsequent -hydride elimination. Kinetic isotope effect (KIE) data measured for intra- and intermolecular competition experiments suggest that -hydride elimination is not involved in the rate-determining step
Palladium-catalyzed cross-coupling of α-diazocarbonyl compounds with arylboronic acids
Peng, Cheng,Wang, Yan,Wang, Jianbo
, p. 1566 - 1567 (2008/09/17)
Pd(PPh3)4-catalyzed reaction between α-diazocarbonyl compounds and arylboronic acids leads to the formation of cross-coupling products in good yields. Copyright
