28059-64-5Relevant academic research and scientific papers
Copper-Catalyzed Selective Arylation of Nitriles with Cyclic Diaryl Iodonium Salts: Direct Access to Structurally Diversified Diarylmethane Amides with Potential Neuroprotective and Anticancer Activities
Peng, Xiaopeng,Sun, Zhiqiang,Kuang, Peihua,Li, Ling,Chen, Jingxuan,Chen, Jianjun
, p. 5789 - 5795 (2020)
A novel, simple, and high-yielding approach for the preparation of diarylmethane amide derivatives has been developed by reacting cyclic diaryl iodonium salts with nitriles using CuCl as a catalyst. The procedure is efficient with high atom economy and a wide substrate range. Importantly, selective arylation of nitriles was obtained without affecting the phenyl amino/hydroxyl groups. Furthermore, two of the diarylmethane amides (3k, 3s) displayed excellent neuroprotective and anticancer activities.
Metal-Organic Framework-Confined Single-Site Base-Metal Catalyst for Chemoselective Hydrodeoxygenation of Carbonyls and Alcohols
Antil, Neha,Kumar, Ajay,Akhtar, Naved,Newar, Rajashree,Begum, Wahida,Manna, Kuntal
supporting information, p. 9029 - 9039 (2021/06/28)
Chemoselective deoxygenation of carbonyls and alcohols using hydrogen by heterogeneous base-metal catalysts is crucial for the sustainable production of fine chemicals and biofuels. We report an aluminum metal-organic framework (DUT-5) node support cobalt(II) hydride, which is a highly chemoselective and recyclable heterogeneous catalyst for deoxygenation of a range of aromatic and aliphatic ketones, aldehydes, and primary and secondary alcohols, including biomass-derived substrates under 1 bar H2. The single-site cobalt catalyst (DUT-5-CoH) was easily prepared by postsynthetic metalation of the secondary building units (SBUs) of DUT-5 with CoCl2 followed by the reaction of NaEt3BH. X-ray photoelectron spectroscopy and X-ray absorption near-edge spectroscopy (XANES) indicated the presence of CoII and AlIII centers in DUT-5-CoH and DUT-5-Co after catalysis. The coordination environment of the cobalt center of DUT-5-Co before and after catalysis was established by extended X-ray fine structure spectroscopy (EXAFS) and density functional theory. The kinetic and computational data suggest reversible carbonyl coordination to cobalt preceding the turnover-limiting step, which involves 1,2-insertion of the coordinated carbonyl into the cobalt-hydride bond. The unique coordination environment of the cobalt ion ligated by oxo-nodes within the porous framework and the rate independency on the pressure of H2 allow the deoxygenation reactions chemoselectively under ambient hydrogen pressure.
Synthesis of Dihydroanthracenes via Palladium-Catalyzed Tandem Mizoroki-Heck/Reductive Heck Reactions Using Cyclic Diaryliodoniums and Alkenes
Peng, Xiaopeng,Yang, Jianfeng,Qiu, Xinhua,Duan, Yuansheng,Bao, Zeqing,Chen, Jingfeng
supporting information, p. 636 - 640 (2021/03/26)
An efficient Pd-catalyzed domino Mizoroki-Heck and reductive Heck reaction of terminal alkenes with six-membered cyclic diaryliodoniums is reported for the facile access to a diverse set of novel dihydroanthracenes. The scope of alkenes is general, leading to concise generation of 30 dihydroanthracenes which are not easily accessed by conventional methods. Furthermore, one of the newly synthesized dihydroanthracene displayed excellent antiproliferative activity against PANC-1 cancer cells (IC 50= 11.74 μM).
Copper-Catalyzed One-Pot Synthesis of Dibenzofurans, Xanthenes, and Xanthones from Cyclic Diphenyl Iodoniums
Zhu, Daqian,Li, Min,Wu, Zhouming,Du, Yongliang,Luo, Bingling,Huang, Peng,Wen, Shijun
supporting information, p. 4566 - 4571 (2019/07/09)
Oxygenation of cyclic diphenyl iodoniums (CDPIs) with varied medium-ring sizes has been fully investigated. This practical copper-catalyzed tandem reaction of CDPIs with water as the oxygen source enables the construction of derivatised dibenzofurans and xanthenes at moderate to good yields. Moreover, structurally important xanthones are also successfully accessed under the oxygenation conditions with additional TEMPO.
Preparation method of o-amino diphenylmethane
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Paragraph 0017; 0028; 0032-0034; 0038-0040; 0044-0046; 0050, (2019/09/17)
The invention relates to a preparation method of o-amino diphenylmethane, and belongs to the technical field of pharmaceutical synthesis. The preparation method comprises steps as follows: o-cyano-diphenylmethane is prepared from o-cyanobenzyl chloride and benzene through a reaction, then o-cyano-diphenylmethane is hydrolyzed in an aqueous solution of ethanediol, o-amide-diphenylmethane is obtained and is subjected to a rearrangement reaction with sodium hypochlorite, reduced-pressure distillation is performed, and o-amino diphenylmethane is obtained. O-amino diphenylmethane prepared with themethod is high in yield, the yield can reach 89% or above, meanwhile, a finished o-amino diphenylmethane product is high in purity, the purity can reach 99% or above, product quality is good, and defects of low purity and low yield of the product prepared with a traditional method are overcome. Besides, the preparation method is simple to operate and needs few steps, impurities in the product areeasy to separate and remove, and large-scale industrial production is facilitated.
Preparation method of high-purity 2-benzylaniline
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Paragraph 0042-0044; 0045-0047; 0049-0053; 0054-0059, (2018/06/26)
The invention provides a preparation method of high-purity 2-benzylaniline and belongs to the field of medicine synthesis. The method includes the steps of performing a reflux reaction with hydrazinehydrate to prepare a hydrazone compound with 2-amino diphenyl ketone as an initial raw material in the presence of a high-boiling-point solvent and a drying agent; and in the presence of alkali, performing a denitriding reaction to the hydrazone compound. The method has simple operation and can reach more than 90% in yield of the 2-benzylaniline and more than 99.8% in product purity. The method issuitable for industrial large-scale production.
A new process for the preparation of 2-Benzylaniline
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Paragraph 0053-0108; 0110-0113, (2017/09/29)
The present invention relates to a novel method for preparing 2-benzylaniline obtained by reducing the ketone group of 2-amino-5-chlorobenzophenone in an alkali solution using Raney nickel, and performing dehalogenation of the 5-chloro group of 2-amino-5-chlorobenzophenone.COPYRIGHT KIPO 2017
Synthetic method of epinastine hydrochloride
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Paragraph 0109; 0110; 0117; 0124, (2017/10/27)
The invention discloses a synthetic method of epinastine hydrochloride. The synthetic method comprises the following steps: enabling a substance A to react with a substance B to obtain a substance C; enabling the substance C to be subjected to ring closing reaction with polyphosphoric acid to obtain a substance D; enabling the substance D to react with a de-protection reagent to obtain a substance E; enabling the substance E to react with cyanogen bromide to obtain epinastine and then salifying with hydrochloric acids to obtain the epinastine hydrochloride. The synthetic method disclosed by the invention is easily-available in raw materials, mild in reaction conditions, low in energy consumption, low in production cost, simple to operate, short in preparation period and suitable for large-scale industrial production; the prepared epinastine hydrochloride is high in purity and relatively high in yield in each step of reaction.
A new process for the preparation of 2-Benzylaniline
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Paragraph 0054; 0071; 0079; 0095; 0110-0113, (2018/02/20)
The present invention relates to a novel production method for producing 2-benzylaniline, comprising the following steps: reducing a ketone group on 2andprime;-amino-3-chlorobenzophenone in an alkali aqueous solution using raney nickel; and carrying out a dehalogenation reaction on a 3-chloro group on 2andprime;-amino-3-chlorobenzophenone. According to the present invention, the production method secures low costs, low production costs, and high efficiency.COPYRIGHT KIPO 2017
MeOTf- and TBD-Mediated Carbonylation of ortho-Arylanilines with CO2 Leading to Phenanthridinones
Wang, Sheng,Shao, Peng,Du, Gaixia,Xi, Chanjuan
, p. 6672 - 6676 (2016/08/16)
Carbonylation of o-arylanilines utilizing CO2 as a carbonyl source for the synthesis of important phenanthridinones with a free (NH)-lactam motif has been described under metal-free condition. A range of o-arylanilines were transformed to the corresponding phenanthridinones in high yields.
