15797-16-7Relevant articles and documents
Palladium-Catalyzed meta-Selective C-H Functionalization by Noncovalent H-Bonding Interaction
Jin, Zhong,Li, Guoshuai,Xu, Xiaohua,Yan, Yifei,Zhang, Pengfei
, p. 10460 - 10466 (2021)
Controlling positional selectivity represents one of the most important aspects in transition-metal-catalyzed C-H bond functionalization. However, the conventional directing template strategies via a covalent binding to the substrates are always hindered by prior stoichiometric installation and removal of the directing groups. Herein, we report a palladium-catalyzed meta-selective C-H olefination of aromatic carbonyl compounds by noncovalent hydrogen-bonding interaction. N,N′-Substituted ureas were engineered to serve as a H-bonding donor for binding to the substrates and, meanwhile, achieve site-selective control by the integrated directing group.
Dual Ligand-Enabled Nondirected C?H Olefination of Arenes
Chen, Hao,Wedi, Philipp,Meyer, Tim,Tavakoli, Ghazal,van Gemmeren, Manuel
supporting information, p. 2497 - 2501 (2018/02/06)
The application of the Pd-catalyzed oxidative C?H olefination of arenes, also known as the Fujiwara–Moritani reaction, has traditionally been limited by the requirement for directing groups on the substrate or the need to use the arene in large excess, ty
S,O-Ligand-Promoted Palladium-Catalyzed C-H Functionalization Reactions of Nondirected Arenes
Naksomboon, Kananat,Valderas, Carolina,Gómez-Martínez, Melania,álvarez-Casao, Yolanda,Fernández-Ibá?ez, M. ángeles
, p. 6342 - 6346 (2017/09/15)
Pd(II)-catalyzed C-H functionalization of nondirected arenes has been realized using an inexpensive and easily accessible type of bidentate S,O-ligand. The catalytic system shows high efficiency in the C-H olefination reaction of electron-rich and electron-poor arenes. This methodology is operationally simple, scalable, and can be used in late-stage functionalization of complex molecules. The broad applicability of this catalyst has been showcased in other transformations such as Pd(II)-catalyzed C-H acetoxylation and allylation reactions.
Pyridine ligands as promoters in PdII/0-catalyzed C-H olefination reactions
Kubota, Asako,Emmert, Marion H.,Sanford, Melanie S.
supporting information; experimental part, p. 1760 - 1763 (2012/05/20)
Commercially available pyridine ligands can significantly enhance the rate, yield, substrate scope, and site selectivity of arene C-H olefination (Fujiwara-Moritani) reactions. The use of a 1:1 ratio of Pd/pyridine proved critical to maximize reaction rates and yields.
Rhodium-catalyzed selective olefination of arene esters via C-H bond activation
Park, Sae Hume,Kim, Ji Young,Chang, Sukbok
supporting information; experimental part, p. 2372 - 2375 (2011/06/24)
Chemical equations presented. A new catalytic procedure of ortho-olefination of benzoates and benzaldehydes has been developed. Ester and carboxaldehyde units were revealed to be effective chelating groups in focusing the activation of aryl C-H bonds orth