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Synthesis of Intermediate of Natural Product of CytochalasinPericoannosins C-F
Fan Yijun, Liu Zhibo, Yu Fang
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145
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Periconansons C⁃F is a natural product of cytochalasin. Its structure contains a six and six bicyclic skeleton. We think that we can complete the construction of this skeleton structure through one⁃step D⁃A reaction. We synthesized its key D⁃A reaction intermediate.KF is used as base and O2 is used as oxidant to oxidize the required hydroxyl group. After the intramolecular D⁃A reaction, it is possible to complete the total synthesis of four molecules, such as percoannosins C-F.
2021, 41 (3): 23-27.
DOI:
10.3969/j.issn.1672-6952.2021.03.004
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Synthesis of Various Novel Chiral Phosphoric Acid Catalysts
Zhu Liming, Yu Fang
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345
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182
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A variety of novel chiral phosphoric acid catalysts were synthesized from R⁃binaphthol via hydroxyl protection, halogenation, coupling, deprotection, phosphorylation and hydrolysis. The chiral phosphoric acid catalysts synthesized were mainly chiral phosphoric acid catalysts with nitro substituents, because the addition of nitro substituents could increase the acidity of phosphoric acid and provide a catalyst for some reactions requiring a stronger acidic catalytic system. By our method, about 10 g of nitro⁃substituted chiral phosphoric acid catalyst could be synthesized in one time in a high yield, which provided great convenience for asymmetric catalytic reaction.
2021, 41 (2): 13-16.
DOI:
10.3969/j.issn.1672-.2021.02.003
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The Synthesis of 1⁃Hydroxytryptamine Derivatives
Zhao Peng, Liu Zhibo, Yu Fang
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226
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As an excellent nucleophile, 1⁃hydroxytryptamine derivatives have been widely used in the synthesis in recent years. With the development of indole alkaloids, 1⁃hydroxytryptamine derivatives will play an important role in the future research. In this paper, 1⁃hydroxytryptamine derivatives were synthesized by tryptamine synthesis method with indole substituted by benzene ring as substrate, protection of nitrogen atom in side chain of tryptamine, reduction of indole ring and oxidation of nitrogen atom in indole ring. Finally, the synthesis of the 1⁃hydroxytryptamine derivative was completed in a medium or higher yield. By this method, we synthesized a series of 1⁃hydroxytryptamine derivatives, and confirmed the accuracy of the structure of the compounds by 1H⁃NMR and 13C⁃NMR.
2021, 41 (1): 18-22.
DOI:
10.3969/j.issn.1672-6952.2021.01.004
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Synthesis of 4⁃Phenyl⁃3⁃Butene⁃2⁃Ketone Compound
Li Ya'nan, Liu Zhibo, Yu Fang
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404
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396
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A synthetic method for forming α,β⁃unsaturated ketones through aldol condensation was studied. The formation of C-C bonds of 4⁃phehyl⁃3⁃buten⁃2⁃one was achieved under a metal⁃free condition in the presence of NaOH. The reaction conditions were mild and the selectivity was strong.The reaction mechanism was measured and the structure of the target product was analyzed by various characterization methods to confirm the structure of the target product.
2020, 40 (6): 10-13.
DOI:
10.3969/j.issn.1672-6952.2020.06.003
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Application of Wittig Reaction in Synthesis of α,β⁃Unsaturated Carboxylic Esters
Zhao Shichen, Ma Jinbo, Yu Fang
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556
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In this paper, methyl bromoacetate and triphenylphosphine were used as starting materials. First, bromophosphorus salt was prepared, and then alkali was added to prepare Wittig reagent. Preparation of α,β⁃unsaturated carboxylic acid ester (methyl cinnamate) by Wittig reaction using benzaldehyde and Wittig reagent The results show that the optimal conditions for the reaction are: Wittig reagent and benzaldehyde are used as raw materials, benzene is used as a solvent, and potassium carbonate is added as an additive. The reaction is stirred at room temperature for 24 hours, and the final product methyl cinnamate is obtained in a higher yield (86%). At the same time, the configuration of the product is a trans olefin product, indicating that the method has good stereoselectivity.
2020, 40 (3): 24-27.
DOI:
10.3969/j.issn.1672-6952.2020.03.005
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Study on the Technology of Diamine Monoprotection
Li Zhenya, Liu Zhibo, Yu Fang
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556
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A strategy for the formation of amide bonds with one side protection of diamine was reported. A method was found to obtain a large number of mono⁃side protective diamines. When the reaction temperature was 0 ℃, adding the protective group to diamine solution slowly did not need catalyst to synthesize tert⁃butyl N⁃(6⁃aminohexyl)carbamate. The reaction had strong selectivity and good universality. The reaction had strong selectivity and good universality. This process can selectively and efficiently obtain the single amino protection product. The excessive diamine can be recycled and utilized, which improves the utilization rate of raw materials. It is a green and environment⁃friendly reaction.
2020, 40 (1): 32-34.
DOI:
10.3969/j.issn.1672-6952.2020.01.006
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CuCl⁃Promoted C-O Cross Coupling of p⁃Methyl Bromobenzene and Phenol
Zhou Jie,Zhang Fenghua,Ding Xiaoguang,Yu Fang
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652
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205
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A method for synthesis of 1⁃methyl⁃4⁃phenoxybenzene was studied. Using p⁃methyl bromobenzene and phenol were catalyzed by CuCl, K3PO4 was used as a base, 1,4⁃dioxane was used as reaction solvent and the reaction was carried out at 110 ℃ for 12.0 h to construct a new C-O bond and achieve coupling reaction. The reaction showed strong selectivity and the yield was 72% under the best reaction conditions. The structure of the target product 1⁃methyl⁃4⁃phenoxy benzene was further characterized by nuclear magnetic resonance (NMR).
2019, 39 (5): 21-25.
DOI:
10.3969/j.issn.1672-6952.2019.05.004
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Synthesis of Supported Al(OH)
3
/SiO
2
and Its Adsorption Properties for Uranyl
Wang Peisong,Yu Fang,Jin Yu,Zhang Xi,Zhang Qingchen,Li Yingxue,Wang Rui
Abstract
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523
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454
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The preparation of supported adsorbent Al(OH)
3
/SiO
2
and its adsorption behavior on uranyl ions were studied.The effects of adsorbent quality,solution pH,initial solution concentration,temperature and contact time on adsorption performance were investigated.The adsorption mechanism was preliminarily studied based on adsorption isotherm,thermodynamics,and kinetics.The effects of coexisting ions and fulvic acid on the adsorption properties were also investigated.The results showed that when the adsorbent mass was 0.03 g,pH=5,initial concentration of uranyl ions was 1 mmol/L,temperature was 303 K and contact time was 60 min,the maximum adsorption capacity was 110.4 mg/g,which could be reused four times.The adsorption process of uranyl ion on Al(OH)
3
/SiO
2
is endothermic and spontaneous.The adsorption of monolayers is dominant,the adsorption behavior conforms to the quasisecondary kinetic model,and the chemical adsorption is the rate control step.
2018, 38 (06): 10-16.
DOI:
10.3969/j.issn.1672-6952.2018.06.002
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Synthesis of MEH-PPV under Mild Conditions and the Control of Relative Molecular Mass Control
Shang Yang,An Huiyong,Tang Chaoyong,Ding Xiaoguang,Guo Shilin,Yu Fang
Abstract
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697
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254
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The MEH-PPV electroluminescent materials were synthesized by the dehalogenation condensation method using potassium t-butoxide as the catalyst and tetrahydrofuran as the solvent. The effects of reaction temperature, reaction time, catalyst, solvent and other conditions were studied in details. The synthesis of MEH-PPV requires no heating and the yield is good when THF as the solvent in room temperature. And no gelation appeared during the reaction. The relative molecular mass of MEH-PPV could be controlled well by adding p-methoxyphenol in the reaction system.
2018, 38 (03): 40-43.
DOI:
10.3969/j.issn.1672-6952.2018.03.008
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Total Synthesis of Natural Product ()Huperzine A
Guo Dongcai, Zhang Chao, Lei Xiaoqiang, Yu Fang
Abstract
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552
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361
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Natural ()huperzine A has been found to be an effective inhibitor of acetylcholinesterase (AChE) and can be applied in the treatment of Alzheimer`s disease (AD). The pharmaceutical prospects and lack in natural resource have made the total synthesis of huperzine A an extremely attractive topic in the past decades. In this paper, the progress in the synthesis of the core carbonlectone of huperzine A is reviewed and various types of reactions are summarized in this area.
2015, 35 (2): 6-11.
DOI:
10.3696/j.issn.1672-6952.2015.02.002
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Synthesize of Maleic Acid Derivatives and their Gelation Ability
Zhou Zhe, Sun Jianfeng, Yu Haiyang, Yu Fang, Lai Junling, Luo Genxiang
Abstract
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508
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280
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Lowmolecularmass organic gelator (LMOG) Noctadecyl succinic acid was synthesized from succinic anhydride and octadecylamine by ringopen reaction. The structure of gelator was confirmed by 1HNMR and 13CNMR. The gelation ability was inspected by a typical experiment including heatingcooling to form gel and inverting the test tube without deformation of the gel. The results indicate that the Noctadecylcotadecylamine can form the oreticalorganogels in different organic solvents. The selfassemble in the organogel was studied and a preliminary gelation mechanism was proposed.
2014, 34 (5): 1-3,14.
DOI:
10.3696/j.issn.1672-6952.2014.05.001