857771-08-5Relevant academic research and scientific papers
Palladium-Catalyzed β-Arylation of Amide via Primary sp3C-H Activation
Zhao, Ren,Lu, Wenjun
supporting information, p. 2188 - 2192 (2018/07/25)
A β-arylation of primary sp3C-H bonds on simple amides such as pivalamides with aryl iodides/CF3CO2Ag has been established successfully at 120 °C in a Pd(OAc)2 (catalyst)/CF3CH2OH (solvent) system. Pivalamides including tBuCONH2, tBuCONHR, and tBuCONR2 undergo the arylations smoothly to afford β-aryl pivalamides in moderate to good yields. Various aryl iodides are available bearing either electron-donating or electron-withdrawing substituted groups in the coupling reactions.
Pd(II)-catalyzed primary-C(sp3)-H acyloxylation at room temperature
Rit, Raja K.,Yadav, M. Ramu,Sahoo, Akhila K.
supporting information; experimental part, p. 3724 - 3727 (2012/08/28)
With the aid of a novel S-methyl-S-2-pyridyl-sulfoximine (MPyS) directing group (DG), the unactivated primary β-C(sp3)-H bond of MPyS-N-amides oxidizes at room temperature. The catalytic conditions are applicable to the diacetoxylation of primary β,β′-C(sp 3)-H bonds, and the carboxylic acid solvent is pivotal in the formation of the C-O bond. The MPyS-DG cleaves from the oxidation products and is recovered. This method provides convenient access to α,α′- disubstituted-β-hydroxycarboxylic acids.
