- Method for preparing N,N-diarylamide derivatives
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The invention provides a method for preparing N,N-diarylamide derivatives and belongs to the technical field of chemical synthesis. The method comprises the following steps: taking N-arylamide and phenylboronic acid as raw materials, stirring in an organic solvent under blue light irradiation for 30-44 hours so as to obtain crude N,N-diarylamide, extracting and washing the crude product, and performing column chromatography isolation, thereby obtaining the high-purity N,N-diarylamide derivative. The method disclosed by the invention is simple and readily available in raw materials, mild in reaction condition and simple in operation, and the N,N-diarylamide derivatives with structural diversity can be easily obtained by changing the structures of the raw materials and have excellent application and market value.
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Paragraph 0048-0050
(2019/02/04)
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- Metal-free n -arylation of secondary amides at room temperature
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The arylation of secondary acyclic amides has been achieved with diaryliodonium salts under mild and metal-free conditions. The methodology has a wide scope, allows synthesis of tertiary amides with highly congested aryl moieties, and avoids the regioselectivity problems observed in reactions with (diacetoxyiodo)benzene.
- Tinnis, Fredrik,Stridfeldt, Elin,Lundberg, Helena,Adolfsson, Hans,Olofsson, Berit
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supporting information
p. 2688 - 2691
(2015/06/16)
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- Copper/N,N-dimethylglycine catalyzed Goldberg reactions between aryl bromides and amides, aryl iodides and secondary acyclic amides
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An efficient and general copper-catalyzed Goldberg reaction at 90-110 °C between aryl bromides and amides providing the desired products in good to excellent yields has been developed using N,N-dimethylglycine as the ligand. The reaction is tolerant toward a wide range of amides and a variety of functional group substituted aryl bromides. In addition, hindered, unreactive aromatic and aliphatic secondary acyclic amides, known to be poor nucleophiles, are efficiently coupled with aryl iodides through this simple and cheap copper/N,N-dimethylglycine catalytic system.
- Jiang, Liqin
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supporting information
p. 13448 - 13460
(2015/02/19)
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- Amidation of aryl halides catalyzed by the efficient and recyclable Cu 2O nanoparticles
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Cu2O nanoparticles/DMEDA (N,N′-dimethylethylenediamine) was proved to be an efficient catalyst system for amidation of aryl halides under mild condition. This method displayed excellent selectivity and the catalyst was recyclable without loss of activity. The low cost, simple operation and excellent yields make this approach attractive for industrial applications. Cu2O nanoparticles/DMEDA (N,N′-dimethylethylenediamine) was proved to be an efficient catalyst system for amidation of aryl halides under mild condition. This method displayed excellent selectivity and the catalyst was recyclable without loss of activity. The low cost, simple operation and excellent yields make this approach attractive for industrial applications. Copyright
- Yao, Zijian,Wei, Xianwen
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experimental part
p. 2260 - 2268
(2011/10/12)
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- Aryl halide tolerated electrophilic amination of arylboronic acids with N-chloroamides catalyzed by CuCl at room temperature
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(Chemical Equation Presented) N-Cl is no competition: Aryl halides were tolerated in an efficient ligandless CuCl-catalyzed electrophilic amination reaction of arylboronic acids with N-chloroamides (see scheme; Ac=acetoxy). This coupling proceeded smoothly at ambient temperature, and products were obtained with good to excellent yields.
- He, Chuan,Chen, Chong,Cheng, Jin,Liu, Chao,Liu, Wei,Li, Qiang,Lei, Aiwen
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supporting information; experimental part
p. 6414 - 6417
(2009/03/11)
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- Copper-catalyzed amidation of aryl iodides in the presence of various chelating ligands
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N,N′-Dibenzylethylenediamine is presented as a new, efficient, and versatile bidentate ligand suitable for the copper catalyzed formation of the C-N bond. This bidentate ligand has been demonstrated to facilitate the copper catalyzed cross-coupling reactions of aryl iodides with amides to afford the desired products in good to excellent yields.
- Hosseinzadeh, Rahman,Golchoubian, Hamid,Masoudi, Mahtab
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experimental part
p. 649 - 653
(2009/05/11)
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- Amino acid-mediated Goldberg reactions between amides and aryl iodides
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A highly general, experimentally simple, and inexpensive catalyst system was developed for the amidation of aryl iodides by using 5mol% of CuI as catalyst, 20mol% of an amino acid as ligand, and K3PO4 as base.
- Deng, Wei,Wang, Ye-Feng,Zou, Yan,Liu, Lei,Guo, Qing-Xiang
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p. 2311 - 2315
(2007/10/03)
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- Copper-catalyzed amidation of aryl iodides using KF/Al2o 3: An improved protocol
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A mild method for the copper-catalyzed amidation of aryl iodides is reported. This simple C-N bond forming procedure shows that the combination of air stable CuI and 1,10-phenanthroline in the presence of KF/Al 2O3 comprises an extremely efficient and general catalyst system for the N-amidation of aryl iodides. Different functionalized aryl iodides were efficiently coupled with amides using this method.
- Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Mohadjerani, Maryam,Mehdinejad, Hamidreza
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p. 1517 - 1520
(2007/10/03)
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- Oxidative rearrangement of ketimines to amides by MCPBA and BF3·OEt2
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Several amides were obtained by an efficient method from the corresponding alkyl aryl ketimines in high yields. Ketimines are readily prepared from the corresponding ketones. This procedure involves the oxidation of alkyl aryl ketimines with MCPBA with BF3·OEt2. In this reaction, only aryl group of alkyl aryl ketimines was migrated to the electron deficient nitrogen atom.
- Kim, So Yeon,An, Gwang-Il,Rhee, Hakjune
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p. 112 - 114
(2007/10/03)
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- Cupric acetate mediated N-arylation by arylboronic acids: A preliminary investigation into the scope of application
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A range of NH substrates of varying nucleophilicity were reacted with a selection of electronically diverse aryl boronic acids in the presence of cupric acetate in order to evaluate the generality of a previously described N-arylation procedure. The results of that investigation are discussed.
- Cundy, Darren J.,Forsyth, Stewart A.
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p. 7979 - 7982
(2007/10/03)
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