860773-41-7Relevant articles and documents
Phosphine oxides as preligands in ruthenium-catalyzed arylations via C-H bond functionalization using aryl chlorides
Ackermann, Lutz
, p. 3123 - 3125 (2005)
(Chemical Equation Presented) The use of air-stable, electron-rich phosphine oxides as preligands allows for unprecedented general ruthenium-catalyzed arylation reactions of pyridines and imines through C-H-bond activation using aryl chlorides. The catalytic system derived from a sterically hindered adamantyl-substituted phosphine oxide proves highly efficient and tolerates a number of important functional groups.
N-Iodosuccinimide and dioxygen in an air-enabled synthesis of 10-phenanthrenols under sunlight
Guo, Jia-Dong,Yang, Xiu-Long,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 7193 - 7198 (2021/09/28)
Using a catalytic amount ofN-iodosuccinimide (NIS) in combination with O2in air, an aerobic oxidative reaction was carried out to efficiently and scalably construct a series of 10-phenanthrenols under sunlight at room temperature. Mechanistic studies reveal that H2O2generatedin situwas responsible for the conversion of I2to IOH as a potential initiator for later catalytic cycle.
Photoredox/Cobalt-Catalyzed C(sp3)-H Bond Functionalization toward Phenanthrene Skeletons with Hydrogen Evolution
Guo, Jia-Dong,Yang, Xiu-Long,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
supporting information, p. 9627 - 9632 (2020/12/21)
The first example of photoredox strategy for synthesis of phenanthrene skeletons through C(sp3)-H functionalization under external oxidant-free conditions is achieved. This transformation relies on the keto-enol tautomerism of 1,3 dicarbonyl moiety, i.e., the enol form of 1,3-dicarbonyl derivatives with relatively lower oxidation potential can be activated by the excited acridinium photocatalyst. The electron and proton eliminated from the substrate are immediately captured by a cobaloxime catalyst to exclusively afford a-carbonyl radical for highly substituted 10-phenanthrenols in good to excellent yields.
N-Bromosuccinimide-Induced C-H Bond Functionalization: An Intramolecular Cycloaromatization of Electron Withdrawing Group Substituted 1-Biphenyl-2-ylethanone for the Synthesis of 10-Phenanthrenol
Jiang, Ya-Ting,Yu, Zhen-Zhen,Zhang, Ya-Kai,Wang, Bin
supporting information, p. 3728 - 3731 (2018/07/25)
An NBS-induced intramolecular cycloaromatization for the synthesis of 10-phenanthrenols from electron-withdrawing group substituted 1-biphenyl-2-ylethanones is described. The in situ generated bromide was designed to act as an initiator for the radical C-H bond activation. An oxidative cross-dehydrogenative coupling reaction of a highly active C-H bond with an inert C-H bond readily occurs under mild conditions without the need for transition metals or strong oxidants.
Synthesis of phenanthrone derivatives from sec- alkyl aryl ketones and aryl halides via a palladium-catalyzed dual C-H bond activation and enolate cyclization
Gandeepan, Parthasarathy,Parthasarathy, Kanniyappan,Cheng, Chien-Hong
supporting information; experimental part, p. 8569 - 8571 (2010/08/06)
A palladium-catalyzed chelation-assisted C-H activation of alkyl aryl ketones and their reaction with aryl iodides to afford ortho-arylated products is described. For sec-alkyl aryl ketones, the catalytic reaction proceeds further to give 10,10-dialkylphenanthrone derivatives. A possible reaction mechanism involving directed dual C-H bond activation and enolate cyclization for the formation of 10,10-dialkylphenanthrone derivatives is proposed.
[RuCl3(H2O)n]-catalyzed direct arylations
Ackermann, Lutz,Althammer, Andreas,Born, Robert
, p. 6115 - 6124 (2008/09/21)
Catalytic amounts of economically attractive [RuCl3(H2O)n] allow for direct arylations via C-H bond functionalization with aryl bromides under phosphine ligand-free reaction conditions. Thereby, a variety of functionalized
