17933-83-4Relevant academic research and scientific papers
Palladium-catalyzed synthesis of diaryl ketones from aldehydes and (hetero)aryl halides via C-H bond activation
Wakaki, Takayuki,Togo, Takaya,Yoshidome, Daisuke,Kuninobu, Yoichiro,Kanai, Motomu
, p. 3123 - 3128 (2018/04/14)
We developed a palladium-catalyzed C-H transformation that enabled the synthesis of ketones from aldehydes and (hetero)aryl halides. The use of picolinamide ligands was key to achieving the transformation. Heteroaryl ketones, as well as diaryl ketones, were synthesized in good to excellent yields, even in gram-scale, using this reaction. Results of density functional theory (DFT) calculations support the C-H bond activation pathway.
Acid fluorides as acyl electrophiles in suzuki–miyaura coupling
Ogiwara, Yohei,Sakino, Daisuke,Sakurai, Yuka,Sakai, Norio
supporting information, p. 4324 - 4327 (2018/08/28)
The first palladium-catalyzed construction of ketones through Suzuki–Miyaura reaction by using acid fluorides is described. In contrast to typical acyl electrophiles such as acid chlorides, acid fluorides are uncommon acyl electrophiles to use in boron-based coupling reactions, probably due to a high level of stability toward nucleophiles. This first attempt to use acid fluorides as a coupling partner with boronic acids allowed highly functional group tolerance and a wide substrate scope while affording various ketones in effective yields.
Proton-abstraction mechanism in the palladium-catalyzed intramolecular arylation: Substituent effects
Garcia-Cuadrado, Domingo,De Mendoza, Paula,Braga, Ataualpa A. C.,Maseras, Feliu,Echavarren, Antonio M.
, p. 6880 - 6886 (2008/02/05)
The regioselectivity observed in the intramolecular palladium-catalyzed arylation of substituted bromobenzyldiarylmethanes as well as theoretical results demonstrate that the Pd-catalyzed arylation proceeds by a mechanism involving a proton abstraction by
