29325-58-4Relevant academic research and scientific papers
Preparation method of high-valence iodine reagent mediated bromobenzene para-amination compound
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Paragraph 0021-0024, (2021/09/05)
The invention relates to a preparation method of a high-valenceiodine reagent mediated bromobenzene para-amination product. The method comprises the following steps: adding substituted acetanilide, parachloroiodobenzene diethyl ester, bromobenzene, hexafluoroisopropanol and magneton into a reactor in sequence, putting the reactor into an oil bath pan at 20-40 DEG C, stirring and reacting for 2-6 hours, terminating the reaction, and purifying the product to obtain the chlorobenzene para-amination compound. The method is mild in reaction condition, high in selectivity, relatively high in yield and environment-friendly, and the synthesized aryl amide compound has relatively good biological activity and can be applied to the fields of drug synthesis, pesticide synthesis, paint dye synthesis and the like.
Method for preparing N,N-diarylamide derivatives
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Paragraph 0036-0038, (2019/02/04)
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.
Transition metal-free N-arylation of secondary amides through iodonium salts as aryne precursors
Wang, Ming,Huang, Zhijian
supporting information, p. 10185 - 10188 (2016/11/11)
By using a diaryliodonium salt as a benzyne precursor, a transition metal-free approach for N-arylation of secondary amides is developed. This novel benzyne precursor, which can be prepared easily by a one step process from an aryl iodide, shows different reactivities with previous benzyne precursors in the N-arylation reaction. Mechanistic studies confirm the involvement of benzyne species (generated in situ from the diaryliodonium salts) as key intermediates.
Metal-free n -arylation of secondary amides at room temperature
Tinnis, Fredrik,Stridfeldt, Elin,Lundberg, Helena,Adolfsson, Hans,Olofsson, Berit
, p. 2688 - 2691 (2015/06/16)
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.
A facile N-arylation of acetanilides with arynes
Haber, James C.,Lynch, Michael A.,Spring, Stacey L.,Pechulis, Anthony D.,Raker, Joseph,Wang, Yi
experimental part, p. 5847 - 5850 (2011/12/03)
An efficient, mild and transition-metal-free method for the N-arylation of acetanilides, leading to a range of unsymmetrical diarylamine products is reported. Reactions of ortho-silylaryl triflates with acetanilides in the presence of tetrabutylammonium triphenyldifluorosilicate (TBAT) in toluene afforded the desired products in good to excellent yields. Regioselectivity was also observed when unsymmetrical aryne precursors were used.
Copper-catalyzed one-pot multicomponent coupling reaction of phenols, amides, and 4-bromphenyl iodide
Chen, Wenming,Li, Jianjun,Fang, Dongmei,Feng, Chun,Zhang, Chenggang
supporting information; experimental part, p. 4565 - 4568 (2009/05/27)
(Chemical Equation Presented) An efficient copper-catalyzed multicomponent reaction of phenols, amides, and 4-bromphenyl iodide was developed that uses commercially available N,N-dimethylglycine as the ligand. This multicomponent reaction proceeds in moderate to good yields for a range of phenols and amides. The simple experimental procedure and high levels of functional group compatibility make this method attractive for applications on pesticides.
Aryl halide tolerated electrophilic amination of arylboronic acids with N-chloroamides catalyzed by CuCl at room temperature
He, Chuan,Chen, Chong,Cheng, Jin,Liu, Chao,Liu, Wei,Li, Qiang,Lei, Aiwen
supporting information; experimental part, p. 6414 - 6417 (2009/03/11)
(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.
Metabolism investigation leading to novel drug design 2: Orally active prostacyclin mimetics. Part 5
Takamura, Fujiko,Tanaka, Akira,Takasugi, Hisashi,Taniguchi, Kiyoshi,Nishio, Mie,Seki, Jiro,Hattori, Kouji
, p. 4475 - 4478 (2007/10/03)
A metabolism study of FK788 (2) led to the discovery of new diphenylcarbamoyl derivatives as prostacyclin mimetics without the PG skeleton. We designed and evaluated PGI2 mimetics based on blocking the main metabolic pathway of FK788. The new compound 7c was found to be equipotent to FK788 towards PGI2 agonist activity and metabolically more stable than FK788.
Amino acid-mediated Goldberg reactions between amides and aryl iodides
Deng, Wei,Wang, Ye-Feng,Zou, Yan,Liu, Lei,Guo, Qing-Xiang
, p. 2311 - 2315 (2007/10/03)
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.
Copper-catalyzed amidation of aryl iodides using KF/Al2o 3: An improved protocol
Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Mohadjerani, Maryam,Mehdinejad, Hamidreza
, p. 1517 - 1520 (2007/10/03)
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.
