57297-25-3Relevant academic research and scientific papers
Thianthrenation-enabled α-arylation of carbonyl compounds with arenes
Huang, Yu-Hao,Nie, Xiao-Xue,Wang, Peng
supporting information, p. 7716 - 7720 (2020/11/02)
The Pd-catalyzed α-arylation of carbonyl compounds with simple arenes enabled by site-selective thianthrenation has been demonstrated. This onepot process using thianthrenium salts as the traceless arylating reagents features mild conditions and a broad substrate scope. In addition, this protocol could also tolerate the heterocyclic carbonyl compounds and complex bioactive molecules, which is appealing for medicinal chemistry.
Method for preparing substituted aryl ketone by ketone arylation (by machine translation)
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Paragraph 0078-0081; 0090-0093, (2020/03/05)
The invention provides a method, for preparing substituted aryl ketone, by using a nitrogen heterocyclic carbene catalyst, with a saturated nitrogen heterocyclic carbene structure in an oxygen-containing atmosphere at, through α - catalysis of a nitrogen heterocyclic carbene structure, in a nitrogen heterocyclic carbene catalyst with a saturated nitrogen heterocyclic carbene structure under an alkaline condition, in an oxygen-containing atmosphere and can efficiently prepare various substituted, aryl ketones α - under the condition of containing an oxygen. atmosphere. (by machine translation)
Two-Step One-Pot Synthesis of Unsymmetrical (Hetero)Aryl 1,2-Diketones by Addition-Oxygenation of Potassium Aryltrifluoroborates to (Hetero)Arylacetonitriles
Kumar, Yogesh,Jaiswal, Yogesh,Kumar, Amit
, p. 494 - 505 (2018/02/09)
An efficient one-pot two-step procedure for the synthesis of unsymmetrical (hetero)aryl 1,2-diketones has been developed. The reaction proceeds through a palladium-catalyzed nucleophilic addition of potassium aryltrifluoroborates to aliphatic nitriles followed by a copper-catalyzed aerobic benzylic C–H oxygenation using molecular oxygen as a green oxidant. This represents the first example of the direct synthesis of unsymmetrical diaryl 1,2-diketones from arylacetonitriles. This method utilizes inexpensive, stable, nontoxic, and readily available starting materials, is highly effective in the presence of both electron-rich and electron-poor nitriles and aryltrifluoroborates, and tolerates a wide variety of functional groups. The synthetic utility of this transformation was shown by increasing the scale of the reaction and by carrying out the one-pot protocol for the preparation of quinoxaline and benzimidazole derivatives. A plausible reaction mechanism has also been proposed.
Novel bisamide palladium(II) pincer complexes: effective catalysts in α-arylation of ketones
Kai, Wang,Liu, Dabin,Qian, Hua,Ye, Zhiwen
, p. 443 - 450 (2017/07/12)
Three benzenedicarboxamide ligands (L) were designed and synthesized, and each was used to prepare a palladium(II) complex Pd(L)Br and Pd(L)(OAc). These NCN pincer complexes were used to catalyze the α-arylations of a variety of ketones with aryl chlorides or bromides in various solvents, and moderate-to-excellent yields were obtained (up to 95%). Further research showed that unactivated and sterically hindered aryl halides and ketones are also suitable substrates for the synthesis of α-arylation. Graphical Abstract: [Figure not available: see fulltext.].
Nickel catalyzed α-arylation of ketones with aryltrimethylammonium triflates
Li, Jing,Wang, Zhong-Xia
, p. 7579 - 7584 (2016/08/16)
Nickel-catalyzed α-arylation of ketones involving aromatic C-N cleavage has been accomplished. Intermolecular coupling of aromatic ketones with a variety of aryltrimethylammonium triflates was achieved in the presence of Ni(COD)2, IPr·HCl, and LiOBut, giving α-arylated ketones in reasonable to excellent yields.
Selective Metal-Free Deoxygenation of Unsymmetrical 1,2-Dicarbonyl Compounds by Chlorotrimethylsilane and Sodium Iodide
Yuan, Ling-Zhi,Renko, Dolor,Khelifi, Ilhem,Provot, Olivier,Brion, Jean-Daniel,Hamze, Abdallah,Alami, Mouad
supporting information, p. 3238 - 3241 (2016/07/14)
For the first time, the combination of chlorotrimethylsilane with NaI is used as a selective reducting system toward 1,2-diketones. This combination is successfully evaluated with several unsymmetrically benzil derivatives, which are reduced in good yield
Copper-catalyzed base-accelerated direct oxidation of C-H bond to synthesize benzils, isatins, and quinoxalines with molecular oxygen as terminal oxidant
Yu, Jing-Wen,Mao, Shuai,Wang, Yong-Qiang
, p. 1575 - 1580 (2015/03/14)
We describe herein an efficient and general copper (II)-catalyzed base-accelerated oxidation of the C-H bond to synthesize benzils and isatins. With similar oxidation system an efficient one-pot procedure for the synthesis of quinoxaline derivatives was realized. The two protocols feature using molecular oxygen as terminal oxidant, low catalyst loading, wide substrate scope, and high functional-group tolerance.
General and mild Ni0-catalyzed α-arylation of ketones using aryl chlorides
Fernndez-Salas, Jos A.,Marelli, Enrico,Cordes, David B.,Slawin, Alexandra M.Z.,Nolan, Steven P.
supporting information, p. 3906 - 3909 (2015/10/19)
A general methodology for the α-arylation of ketones using a nickel catalyst has been developed. The new well-defined [Ni(IPr)(cin)Cl] (1c) pre-catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl-based Ni-N-heterocyclic carbene (NHC) complex has demonstrated a different behaviour to previously reported NHC-Ni catalysts. Preliminary mechanistic studies suggest a Ni0/NiII catalytic cycle to be at play.
Palladium-catalyzed α-arylation of arylketones at low catalyst loadings
Marelli, Enrico,Corpet, Martin,Davies, Sian R.,Nolan, Steven P.
supporting information, p. 17272 - 17276 (2015/02/05)
A general catalytic protocol for the α-arylation of aryl ketones has been developed. It involves the use of a preformed, bench-stable Pd-N-heterocyclic carbene pre-catalyst bearing IHept as an ancillary ligand, and allows the coupling of various functiona
Carbene adduct of cyclopalladated ferrocenylimine catalyzed α-arylation of ketones with aryl chlorides or bromides
Zhang, Jinli,Yang, Xueqian,Cui, Xiuling,Wu, Yangjie
experimental part, p. 8800 - 8807 (2011/12/02)
Carbene adduct of cyclopalladated ferrocenylimine exhibited highly catalytic activity for the α-arylation of ketones with aryl halides. The corresponding products were obtained in moderate to excellent yields. Such protocol was applied to various ketones and a broad scope of aryl halides including aryl chlorides, bromides as well as unactivated and sterically hindered aryl halides.
