137103-78-7Relevant articles and documents
Dual photoredox/palladium-catalyzed C-H acylation of 2-arylpyridines with oxime esters
He, Bin-Qing,Gao, Yuan,Wang, Peng-Zi,Wu, Hong,Zhou, Hong-Bin,Liu, Xiao-Peng,Chen, Jia-Rong
supporting information, p. 373 - 377 (2020/09/11)
An unprecedented dual photoredox/palladium-catalyzed iminyl-radical-mediated C-C bond cleavage and directed ortho C-H acylation of 2-arylpyridines by using oxime esters is described. Oxime esters can serve as efficient acyl sources through formation of the corresponding acyl radicals by photoredox-catalyzed iminyl-radical-mediated C-C bond cleavage. This redox-neutral protocol features excellent regioselectivity, a broad substrate scope, and good functional-group tolerance with respect to both components, giving a broad range of aryl ketones with generally good yields.
Rh(III)-Catalyzed Regioselective Acetylation of sp2 C?H Bond Starting from Paraformaldehyde
Wan, Ting,Du, Sidong,Pi, Chao,Wang, Yong,Li, Rongbin,Wu, Yangjie,Cui, Xiuling
, p. 3791 - 3796 (2019/02/25)
Rh(III)-catalyzed acetylation of sp2 C?H bonds has been realized using paraformaldehyde as an acetylating reagent. This procedure features simultaneous formation of two C?C bonds, external oxidants free, and water as the sole byproducts, thus offering an environmentally benign acetylation of arenes. A range of functional groups tolerance were observed.
C–H Bond Activation by a Ruthenium(II) β-Diketonate Complex: A Mechanistic Study
Bri?, Anamarija,Turel, Iztok,Roithová, Jana
supporting information, p. 6107 - 6113 (2018/09/14)
Ruthenium(II)-catalysed C–H bond activation of arenes containing a functional directing group depends on the ligand coordinated to ruthenium(II). In this study, 2-phenylpyridine C–H activation catalysed by a “piano-stool“ ruthenium(II) complex containing a fluorinated β-diketonate ligand was examined by ESI-MS in combination with CID experiments. [Ru(β-diketonate)(CTPhPy)Cl]+ was identified as an active intermediate, and its collisional activation leads to C–H activation. CID analysis indicates proton transfer from the phenylpyridine to the chlorine anion, showing HCl elimination, while the β-diketonate ligand is retained in the complex together with the activated phenylpyridine. Furthermore, DFT calculations were performed for the neutral analogue [Ru(β-diketonate)(PhPy)Cl] to identify all ruthenium intermediates along the C–H activation reaction pathway. The results suggest that the most stable structure of [Ru(β-diketonate)(PhPy)Cl] has pre-activated 2-phenylpyridine with a partly developed Ru–H bond. Further, we show that K2CO3 is not directly involved in the C–H activation step and it serves in the reaction as a base.
