84736-54-9Relevant academic research and scientific papers
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.
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
N-heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed α-arylation of ketones with aryl chlorides
Xiao, Zheng-Kang,Shao, Li-Xiong
scheme or table, p. 711 - 716 (2012/04/04)
An easily available NHC-Pd(II)-Im (NHC=N-heterocyclic carbene, Im=1-methylimidazole) complex was found to be an efficient catalyst for the α-arylation reaction between ketones and aryl chlorides. Under the optimal conditions, all reactions proceeded smoot
Nucleophilic α-arylation and α-alkylation of ketones by polarity inversion of N-alkoxyenamines: Entry to the umpolung reaction at the α-carbon position of carbonyl compounds
Miyoshi, Tetsuya,Miyakawa, Takayuki,Ueda, Masafumi,Miyata, Okiko
supporting information; experimental part, p. 928 - 931 (2011/04/14)
A new aspect of enamine chemistry: The formation of N-alkoxyenamines from ketones has led to an efficient umpolung reaction. The alkylation of N-alkoxyenamines with trialkylaluminum compounds proceeded smoothly and gave α-alkylated ketones (see scheme). This reaction offers a simple transformation of ketones into α-substituted ketones without the need to isolate enamines and intermediary imines.
Palladium-catalyzed regiocontrolled α-arylation of trimethylsilyl enol ethers with aryl halides
Iwama, Tetsuo,Rawal, Viresh H.
, p. 5725 - 5728 (2007/10/03)
(Diagram presented) Inter- and intramolecular arylations of trimethylsilyl enol ethers with aryl halides are accomplished regiospecifically in the presence of a palladium catalyst and tributyltin fluoride in refluxing benzene or toluene. The optimal catalyst system called for the use of Pd 2(dba)3 and tri-tert-butylphosphine in ca. 1:2 ratio. Aryl iodides, bromides, and chlorides are all effective arylation partners in this reaction.
Arylation of allylic alcohols in ionic liquids catalysed by a Pd-benzothiazole carbene complex
Calo, Vincenzo,Nacci, Angelo,Monopoli, Antonio,Spinelli, Michele
, p. 1382 - 1385 (2007/10/03)
The reaction of aryl bromides with allylic alcohols catalysed by a Pd-benzothiazole carbene complex, in tetrabutylammonium bromide as solvent, leads principally to β-arylated carbonyl compounds. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
Highly active and selective catalysts for the formation of α-aryl ketones
Fox, Joseph M.,Huang, Xiaohua,Chieffi, Andre,Buchwald, Stephen L.
, p. 1360 - 1370 (2007/10/03)
Bulky, electron-rich phosphine ligands with a biphenyl backbone, when combined with Pd(OAc)2, give highly active catalysts for the α-arylation of ketones. The ligand 2-methyl-2'-dicyclohexylphosphinobiphenyl is particularly effective, and with
The Chemistry of Aryllead(IV) Tricarboxylates. Reaction with Enamines
May, George L.,Pinhey, John T.
, p. 1859 - 1871 (2007/10/02)
The treatment of 1-morhpholinocyclopentene (1a) with p-methoxyphenyllead triacetate (2a) in chloroform provides a simple high-yielding route to 2-(4-methoxyphenyl)cyclopentanone (3a).This arylation reaction of enamines has been investigated with a variety of substrates and a number of aryllead triacetates.The reaction has been found to be very sensitive to steric effects and is thus a useful synthetic method in a relatively small number of cases.Acetoxylation is a major competing reaction with those enamines of cyclic ketones which give a low to moderate yield of arylated product.
