Synonyms:silver carbonate
99% *data from raw suppliers
Silver carbonate *data from reagent suppliers
Xi
The research focuses on the development of a Pd(II)-catalyzed cross-coupling protocol for the b-C(sp3)–H activation/cross-coupling of aliphatic acid derivatives containing a-hydrogen atoms with aryltrifluoroborates. The study addresses the challenge of C(sp3)–H bond functionalization, particularly in substrates with a-hydrogen atoms, which typically suffer from issues like b-hydride elimination and slow C–H cleavage rates. The researchers engineered a weak, bidentate directing group to enhance the rate of C–H cleavage and facilitate transmetallation. The experiments involved the use of palladium acetate (Pd(OAc)2) as the catalyst, N-Ac-Ile-OH as the ligand, silver carbonate (Ag2CO3), and 1,4-benzoquinone as an additive, among other reagents, to optimize the reaction conditions and evaluate the method's potential for asymmetric b-C(sp3)–H arylation. The analyses included monitoring the reaction yields using 1H NMR spectroscopy with CH2Br2 as an internal standard and evaluating the electronic properties and steric hindrance of various directing groups to assess their influence on reactivity. The study successfully demonstrated the arylation of aliphatic acid derivatives with a range of aryltrifluoroborates, offering a promising approach for the synthesis of enantioenriched aliphatic acid derivatives.
The research presents a mild, efficient, and ligand-free method for the direct arylation of 5-pyrazolones using Pd-catalyzed C–H bond activation. The study focuses on the synthesis of 4-aryl-5-pyrazolones, which are significant heterocyclic compounds used in medicinal and biological research. The experiments involved the reaction of 5-pyrazolones with aryl halides using Pd(OAc)2 as a catalyst, with optimization of reaction conditions including the use of different bases, catalysts, solvents, and reaction temperatures. The results were analyzed in terms of product yield, and the optimal conditions were identified as using 0.1 equiv Pd(OAc)2 catalyst, 2.0 equiv Ag2CO3, acetonitrile solvent, 90 °C, air atmosphere, a 1:2 molar ratio of 5-pyrazolone to aryl halide, and a reaction time of 12 hours. The scope of the reaction was also tested with various aryl halides and 5-pyrazolone substrates, showing moderate to excellent yields. The research was supported by several foundations and the characterization data for all compounds is provided in the supporting information.
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