27280-54-2Relevant academic research and scientific papers
Effects of a Constant Magnetic Field on the Electrochemical Reactions of Quercetin
Zieliński, Marek,Burnat, Barbara,Mi?ko?, Ewa
, p. 1229 - 1235 (2020/07/13)
The paper presents a study of the effect of a constant magnetic field (CMF) on the basic processes of quercetin electrochemical reactions. According to the observation made in previous studies, the presence of a double bond in the C-ring of quercetin enhances the antioxidant properties of that compound, whereas the presence of ?OH groups also affects the antioxidant properties. Using cyclic voltammetry it was found that the constant magnetic field improves the efficiency of quercetin electrooxidation, especially of the third stage of the process, i. e. the stage in which the oxidation of the OH groups in the A-ring is the most difficult. The use of HPLC confirmed the electrochemical measurements and the results of cyclic voltammetry studies. The beneficial effect of the magnetic field on the efficiency of quercetin oxidation was confirmed by the results of impedance spectroscopy measurements.
Synthetic method of alpha-amino phosphonate
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Paragraph 0023-0077, (2019/07/04)
A synthetic method for preparing alpha-amino phosphonate by direct oxidation of secondary amines by DDQ is disclosed. According to the method, the product is prepared by oxidative dehydrogenation coupling phosphonic acid esterification reaction of various secondary amines as raw materials, various phosphinates as phosphonic acid esterification reagents and the DDQ as an oxidant in a solvent, quenching, extraction, concentration and purification. A novel synthesis method aiming at overcoming the defects of the existing synthesis method of the alpha-amino phosphonate is provided, the alpha-aminophosphonate product is prepared by direct DDQ oxidation without transition metal catalysis, the phosphonic acid esterification reaction of the various secondary amines and the various phosphinates can be efficiently realized, alpha-amino phosphonate substances with high yield and diverse structures can be prepared by the method, and the method has the advantages of being simple in method, short in reaction time, simple and convenient to operate, energy-saving, low in production cost, atom-economic, and beneficial to industrialization and the like.
Cross-dehydrogenative coupling strategy for phosphonation and cyanation of secondary N-alkyl anilines by employing 2,3-dichloro-5,6-dicyanobenzoquinone
Liu, Qing,Yu, Shuchen,Hu, Liangzhen,Hussain, Muhamad Ijaz,Zhang, Xiaohui,Xiong, Yan
, p. 7209 - 7217 (2018/11/10)
The cross-dehydrogenative coupling strategy for metal-free phosphonation and cyanation of secondary N-alkyl anilines has been developed firstly under mild reaction conditions. Based on detailed optimization of reaction conditions, the substrate generality of N-alkyl anilines and various hydrogen phosphonates has been investigated, and a series of versatile α-aminophosphonates and α-aminonitriles were therefore furnished in good to excellent yields. A plausible collective reaction mechanism through dehydrogenation to imine formation, then to respective α-aminophosphonates and α-aminonitriles was proposed.
Radical Cation Salt-initiated Aerobic C?H Phosphorylation of N-Benzylanilines: Synthesis of α-Aminophosphonates
Jia, Xiaodong,Liu, Xiaofei,Yuan, Yu,Li, Pengfei,Hou, Wentao,He, Kaixuan
supporting information, p. 1911 - 1914 (2018/07/31)
A radical cation salt-initiated phosphorylation of N-benzylanilines was realized through an aerobic oxidation of the sp3 C?H bond, providing a series of α-aminophosphonates in high yields. An investigation of the reaction scope revealed that this mild catalyst system is superior in good functional group tolerance and high reaction efficiency. The mechanistic study implied that the cleavage of the sp3 C?H bond was involved in the rate-determining step.
A new procedure for synthesis of α -aminophosphonates by aqueous formic acid as an effective and environment-friendly organocatalyst
Mohammadiyan, Esmaeil,Ghafuri, Hossein,Kakanejadifard, Ali
, p. 1883 - 1891 (2017/12/15)
Abstract: Aqueous formic acid (37%) as a green organocatalyst was used to synthesis of α -aminophosphonates in one-pot, three-component Kabachnik–Fields reaction. The structures of compounds were determined by FT-IR, 1H -NMR and 13C -NMR spectroscopy. After optimization of the experimental?conditions, the reaction was carried out at 65°C under solvent- free condition. Use of a nontoxic effective organocatalyst, easy work up process and low-cost cleaning procedure are from the main advantages of this research. Graphical Abstract: Synthesis and characterization of α -aminophosphonates in one-pot, three-component Kabachnik–Fields reaction by formic acid in solvent free condition are reported. Using of a nontoxic effective organocatalyst, easy work up process and low-cost cleaning procedure are from the main advantages of this research.
Synthesis of α-aminophosphonates in the presence of triethylammonium hydrogen sulfate [Et3NH][HSO4] as a highly efficient ionic liquid catalyst
Karimi-Jaberi, Zahed,Bazyar, Ladan,Amiri, Mohammad
, p. 23 - 26 (2017/07/22)
Triethylammonium hydrogen sulfate was used as a cheap and mild acidic ionic liquid for efficient, one-pot, three-component reaction of aldehydes, amines and trimethyl phosphite. Thus α-aminophosphonates were synthesized at room temperature in excellent yields. The ionic liquid catalyst is air and water stable, easy to prepare from amine and acid and easily separated from the reaction mixture. (Chemical Equation Presented).
A catalyst-free synthesis of α-aminophosphonates in glycerol
Azizi, Kobra,Karimi, Meghdad,Heydari, Akbar
, p. 7236 - 7239 (2015/01/09)
A simple and efficient method is described using glycerol as a solvent in the catalyst-free synthesis of α-aminophosphonates in high purity. Products are prepared by the Kabachnik-Fields reaction from amines, phosphites, and carbonyl compounds. The method does not require a toxic catalyst.
The Kabachnik-Fields reaction accelerated in external magnetic field
Karpowicz, Rafal,Lewkowski, Jaroslaw,Miekos, Ewa,Zielinski, Marek
, p. 163 - 170 (2014/06/09)
The significant acceleration in the Kabachnik-Fields reaction in an external magnetic field has been observed. The phenomenon is explained by the proper orientation of substrate molecules forced by external magnetic field. Diamagnetic dipoles are repulsed to the center by both electromagnet poles, being simultaneously arranged. This phenomenon may then promote the acceleration of the reaction.
Water mediated eco-friendly green protocol for one-pot synthesis of α-aminophosphonates at ambient conditions
Mandha, Santhosh Reddy,Alla, Manjula,Bommena, Vittal Rao
, p. 793 - 799 (2014/07/07)
Increasing environmental awareness and economic concerns have led to the consideration of highly efficient one-pot, three-component, green approaches for important organic synthons. We describe here a simple, elegant and high yielding protocol for the synthesis of α-aminophosphonates in totally solvent-free, catalyst-free conditions by reacting aldehydes, amines and trimethyl phosphite at ambient temperature.
A green protocol for one-pot three-component synthesis of α-amino phosphonates catalyzed by succinic acid
Hazeri, Nourallah,Maghsoodlou, Malek Taher,Habibi-Khorassani, Sayyed Mostafa,Aboonajmi, Jasem,Lashkari, Mojtaba,Sajadikhah, Seyed Sajad
, p. 1781 - 1788 (2014/05/06)
A simple, efficient, and general method has been developed for the one-pot, three-component synthesis of α-amino phosphonates from a condensation reaction of trialkyl phosphite, aldehydes, and amines in the presence of a catalytic amount of succinic acid (8.5 mol %) (for the first time) under solvent-free conditions. The advantages of this protocol are excellent yields, short reaction time, mild reaction conditions, higher availability, low costs, more environmentally friendly, lack of need for column chromatography and simple work-up procedure. Graphical Abstract: [Figure not available: see fulltext.]
