- Pd(II)-Catalyzed Denitrogenative and Desulfinative Addition of Arylsulfonyl Hydrazides with Nitriles
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A Pd(II)-catalyzed denitrogenative and desulfinative addition of arylsulfonyl hydrazides with nitriles has been successfully achieved under mild conditions. This transformation is a new method for the addition reaction to nitriles with arylsulfonyl hydrazides as arylating agent, thus providing an alternative synthesis of aryl ketones. The reported addition reaction is tolerant to many common functional groups, and works well in the presence of electron-donating and electron-withdrawing substituents. Notably, the reported denitrogenative and desulfinative addition was also appropriate for alkyl nitriles, making this newly developed transformation attractive.
- Meng, Mengting,Yang, Liangfeng,Cheng, Kai,Qi, Chenze
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p. 3275 - 3284
(2018/03/25)
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- Preparation method of aromatic ketone
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The invention discloses a preparation method of aromatic ketone. Under the effects of a palladium catalyst and a nitrogen-containing ligand, nitrile compounds and arylsulfonylhydrazide take desulfurization addition reaction in an organic solvent; after the reaction is completed, post treatment is performed to obtain aromatic ketone. The reaction is applicable to aromatic nitrile compounds, and isalso applicable to aliphatic nitrile compounds; the reaction realizes the wide substrate applicability and functional group tolerance; the potential application value is realized in the aspect of aryl-carbonyl building.
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Paragraph 0041; 0042; 0043; 0045
(2018/09/11)
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- Method for preparing aromatic ketone in aqueous phase
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The invention discloses a method for preparing aromatic ketone in an aqueous phase, comprising the following steps: enabling aryl formyl potassium formate and aryl potassium fluoborate to generate decarboxylation acylation reaction in water under the actions of a silver catalyst and an oxidizing agent, and performing treatment after reaction is ended to obtain the disclosed aromatic ketone. According to the preparation method, the silver catalyst replaces a noble metal catalyst, water is taken as a solvent, an aromatic ketone product is obtained with relatively high yield, the adopted catalystis low in cost and easy to obtain, reaction conditions are mild, and meanwhile, the product is good in university, and therefore, the method has good application potential.
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Paragraph 0046-0049
(2018/04/26)
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- Ag(i)/persulfate-catalyzed decarboxylative coupling of α-oxocarboxylates with organotrifluoroborates in water under room temperature
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The decarboxylative coupling reaction of α-oxocarboxylates and organotrifluoroborates was carried out smoothly in the presence of catalytic AgNO3 using K2S2O8 as oxidant to generate diarylketone products in high
- Chang, Sheng,Wang, Jian Feng,Dong, Lin Lin,Wang, Dan,Feng, Bo,Shi, Yuan Tai
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p. 51928 - 51934
(2017/11/22)
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- Carbonylative Hiyama coupling of aryl halides with arylsilanes under balloon pressure of CO
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An efficient protocol has been developed for the carbonylative Hiyama coupling of aryl halides using the cesium fluoride as a promoter by palladium-catalyzed in NMP. This protocol was applied to a wide variety of functionalized and hindered aryl iodides and bromides with arylsilanes, to afford the desired biaryl ketones in good to excellent yields.
- Chang, Sheng,Jin, Ying,Zhang, Xiu Rong,Sun, Yong Bing
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supporting information
p. 2017 - 2020
(2016/04/26)
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- Carbonylative coupling of aryl tosylates/triflates with arylboronic acids under CO atmosphere
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The carbonylative Suzuki-Miyaura reaction between aryl tosylates/triflates with arylboronic acid is herein reported, using base-free conditions and a balloon pressure of carbon monoxide. Under these conditions, unsymmetrical biaryl ketones were obtained in modest to excellent yields. This method was adapted to the synthesis of oxybenzone and ketoprofen in good yields under mild conditions.
- Hao, Cheng Yi,Wang, Dan,Li, Ya Wei,Dong, Lin Lin,Jin, Ying,Zhang, Xiu Rong,Zhu, He Yun,Chang, Sheng
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p. 86502 - 86509
(2016/09/23)
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- Method for preparing diaryl ketone from aryl sulfonate
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The invention discloses a method for preparing diaryl ketone from aryl sulfonate. The method includes following steps: in the presence of a catalyst and carbon monoxide, allowing aryl sulfonate and aryl boronic acid to react in an organic solvent; after reaction is finished, performing aftertreatment to obtain diaryl ketone. Aryl sufonate is adopted as an electrophilic reagent for Suzuki cross carbonylation coupling reaction, diaryl ketone is directly synthesized through carbon monoxide, aryl sulfonate and aryl boronic acid, reaction conditions are milk, functional groups are high in tolerance, a substrate is cheap and easy to get, and diaryl ketone can be prepared with high yield.
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Paragraph 0051
(2017/01/12)
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- Silver-catalyzed decarboxylative acylation of arylglyoxylic acids with arylboronic acids
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The silver-catalyzed coupling of arylboronic acids with arylglyoxylic acids was found to be an extremely efficient route for the synthesis of unsymmetrical diaryl ketones. It can be conducted on a gram scale under mild and open-flask conditions with good functional group compatibility, avoiding the addition of expensive and/or toxic metals. This journal is
- Cheng, Kai,Zhao, Baoli,Qi, Chenze
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p. 48698 - 48702
(2014/12/10)
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- Isolation, X-ray structures, and electronic spectra of reactive intermediates in Friedel-Crafts acylations
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Reactive intermediates in the Friedel-Crafts acylation of aromatic donors are scrutinized upon their successful isolation and X-ray crystallography at very low temperatures. Detailed analyses of the X-ray parameters for the [1:1] complexes of different al
- Davlieva,Lindeman,Neretin,Kochi
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p. 4013 - 4021
(2007/10/03)
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- Graphite as an effective catalyst for Friedel-Crafts acylation
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Graphite is found to promote Friedel-Crafts acylation of aromatic compounds such as anisole, toluene and o-xylene with acyl halides to give the corresponding acylated products in high yields.
- Kodomari, Mitsuo,Suzuki, Yoshitada,Yoshida, Kouji
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p. 1567 - 1568
(2007/10/03)
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- Positional Reactivity of Acylpolymethylbenzenes in Electrophilic Substitution
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Friedel-Crafts acylation, bromination, deuteration, and nitration of acetylpentamethylbenzene (APMB), 1-acetyl-2,3,4,6-tetramethylbenzene (ATMB), and 1-benzoyl-2,3,4,6-tetramethylbenzene (BTMB) and the resulting product distribution were investigated.Friedel-Crafts acylation, bromination, and deuteration of APMB and Friedel-Crafts acylation of ATMB gave deacetylation-substitution products.On the other hand, bromination and deuteration of ATMB (or BTMB) and Friedel-Crafts acylation of BTMB gave 5-substituted products.In both cases, the positional reactivities were in accordance with the relative ?-complex stability.Conversely, except for Friedel-Crafts-type nitration, the positional reactivities in the nitration of these substrates were strikingly different from those of the above three reactions.Thus, side-chain functionalization at the 6-methyl group occurred in nitration with fuming nitric acid, depending on the solvents in use.The NMDO calculations and the reaction of APMB with single-electron transfer reagents such as tetranitromethane-hν or cerium(IV) ammonium nitrate suggest that the product distribution in nitration can be explained in terms of a single-electron transfer mechanism.
- Matsuura, Kazunori,Kimura, Yasuo,Takahashi, Hisakazu,Morita, Toshio,Takahashi, Ichiro,et al.
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p. 757 - 765
(2007/10/02)
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