63801-22-9Relevant academic research and scientific papers
N-heterocyclic carbene-palladium-imine complex catalyzed α-arylation of ketones with aryl and heteroaryl chlorides under air atmosphere
Lu, Hui-Yang,Shen, An,Li, Yong-Qing,Hu, Yu-Cai,Ni, Chen,Cao, Yu-Cai
supporting information, (2020/06/24)
A new structure of saturated ring skeleton monoligated NHC-Pd-Imine complex was easily synthesized and unambiguously confirmed by X-ray single crystal diffraction. It was found to be an efficient and air-stable catalyst for the α-arylation of ketones. The reaction could be operated in air without any negative effect. Non-activated aryl and heteroaryl chlorides have been successfully applied in the reaction with only 0.5 mol% catalyst loadings under air atmosphere. Excellent to good product yields were afforded.
Photochemical Asymmetric Nickel-Catalyzed Acyl Cross-Coupling
Gandolfo, Eugenio,Tang, Xinjun,Raha Roy, Sudipta,Melchiorre, Paolo
supporting information, p. 16854 - 16858 (2019/11/11)
Photochemical enantioselective nickel-catalyzed cross-coupling reactions are difficult to implement. We report a visible-light-mediated strategy that successfully couples symmetrical anhydrides and 4-alkyl dihydropyridines (DHPs) to afford enantioenriched α-substituted ketones under mild conditions. The chemistry does not require exogenous photocatalysts. It is triggered by the direct excitation of DHPs, which act as a radical source and as a reductant, facilitating the turnover of the chiral catalytic nickel complex.
Iron-Catalyzed Methylation Using the Borrowing Hydrogen Approach
Polidano, Kurt,Allen, Benjamin D. W.,Williams, Jonathan M. J.,Morrill, Louis C.
, p. 6440 - 6445 (2018/07/25)
A general iron-catalyzed methylation has been developed using methanol as a C1 building block. This borrowing hydrogen approach employs a Kn?lker-type (cyclopentadienone)iron carbonyl complex as catalyst (2 mol %) and exhibits a broad reaction scope. A variety of ketones, indoles, oxindoles, amines, and sulfonamides undergo mono- or dimethylation in excellent isolated yields (>60 examples, 79% average yield).
Two efficient pathways for the synthesis of aryl ketones catalyzed by phosphorus-free palladium catalysts
Wirwis,Feder-Kubis,Trzeciak
, p. 61 - 72 (2018/01/05)
Allylic alcohols, 1-buten-3-ol, 1-penten-3-ol and 1-octen-3-ol, reacted with aryl iodides (iodotoluene, 4-iodotoluene, 4-iodophenol and 4-iodanisole) under Heck reaction conditions to form corresponding saturated aryl ketones in one step. The same products were obtained in a two-step tandem reaction consisted of the Heck coupling of allylic alcohols with aryl iodides, followed by hydrogenation. Reactions were catalyzed by phosphorus-free palladium precursors modified with the menthol-substituted imidazolium chlorides. Formation of crystalline palladium nanoparticles, of the diameter up to 65 nm, in the reaction mixture was evidenced by TEM.
Intermolecular Markovnikov-Selective Hydroacylation of Olefins Catalyzed by a Cationic Ruthenium-Hydride Complex
Kim, Junghwa,Yi, Chae S.
, p. 3336 - 3339 (2016/07/06)
The cationic Ru-H complex was found to be an effective catalyst for the intermolecular hydroacylation of aryl-substituted olefins with aldehydes to form branched ketone products. The preliminary kinetic and spectroscopic studies elucidated a ruthenium-acy
C-C coupling of ketones with methanol catalyzed by a N-heterocyclic carbene-phosphine iridium complex
Quan, Xu,Kerdphon, Sutthichat,Andersson, Pher G.
supporting information, p. 3576 - 3579 (2015/03/04)
An N-heterocyclic carbene-phosphine iridium complex system was found to be a very efficient catalyst for the methylation of ketone via a hydrogen transfer reaction. Mild conditions together with low catalyst loading (1 mol%) were used for a tandem process which involves the dehydrogenation of methanol, C=C bond formation with a ketone, and hydrogenation of the new generated double bond by iridium hydride to give the alkylated product. Using this iridium catalyst system, a number of branched ketones were synthesized with good to excellent conversions and yields.
N-Heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed α-arylation of symmetric dialkyl ketones with aryl chlorides
Xiao, Zheng-Kang,Yin, Hui-Ying,Lu, Jian-Mei
, p. 106 - 108 (2014/11/08)
N-Heterocyclic carbene-palladium(II)-1-methylimidazole [NHC-Pd(II)-Im] complex 1 showed efficient catalytic activity toward α-arylation of symmetric dialkyl ketones under mild conditions. It was found that the ratio of aryl chlorides and ketones drastical
N-Heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed a-arylation of symmetric dialkyl ketones with aryl chlorides
Xiao, Zheng-Kang,Yin, Hui-Ying,Lu, Jian-Mei
, p. 106 - 108 (2014/12/12)
N-Heterocyclic carbene-palladium(II)-1-methylimidazole [NHC-Pd(II)-Im] complex 1 showed efficient catalytic activity toward α-arylation of symmetric dialkyl ketones under mild conditions. It was found that the ratio of aryl chlorides and ketones drastical
N-Heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed α-arylation of symmetric dialkyl ketones with aryl chlorides
Xiao, Zheng-Kang,Yin, Hui-Ying,Lu, Jian-Mei
, p. 106 - 108 (2015/02/19)
N-Heterocyclic carbene-palladium(II)-1-methylimidazole [NHC-Pd(II)-Im] complex 1 showed efficient catalytic activity toward α-arylation of symmetric dialkyl ketones under mild conditions. It was found that the ratio of aryl chlorides and ketones drastical
Iridium-catalyzed selective α-methylation of ketones with methanol
Ogawa, Shinji,Obora, Yasushi
supporting information, p. 2491 - 2493 (2014/03/21)
Iridium-catalyzed selective α-dimethylation and α-methylation of ketones or phenylacetonitriles, using methanol as the methylating agent, were achieved. In addition, three-component cross α-methyl-alkylation was successfully performed using methyl ketones with methanol and primary alcohols with long-chain alkyl groups. This method provides a very convenient direct route to α-methylated ketones, using methanol.
