3360-68-7Relevant academic research and scientific papers
Design and preparation of HPW-anchored magnetic carbon nitride nanosheets: an efficient and eco-friendly nanocomposite for one-pot synthesis of α-amino phosphonates
Azhdari, Asieh,Azizi, Najmedin
, p. 4915 - 4928 (2021/07/28)
Heterogeneous catalysis is one of the fastest and greatest developing branches and longstanding challenges in academic researchers and the chemical industry. Carbon-based material with various functional groups, the most abundant elements, and the main component in natural products provide a unique platform for heterogeneous catalysis due to their excellent biocompatibility and high performance. Herein, we introduce a novel nanocomposite comprising of different acids anchored to magnetic mesoporous carbon nitrides through a grindstone method to enhance nanocomposite catalysts’ environmentally benign capability. As a result, the obtained porous magnetic catalysts show the highest possible activity and product selectivity for facile preparation of α-amino phosphonates derivatives in good to excellent yields at ambient temperature. This fast and straightforward methodology offers pot economy for the satisfactory reaction of various aldehyde, amine, and triaryl and trialkyl phosphite with a broad range of functional groups in a gram scale under mild reaction conditions.
Synthetic method of alpha-amino phosphonate
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Paragraph 0023-0077; 0079, (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.
Synthesis of α-aminophosphonates using solvate ionic liquids
Eyckens, Daniel J.,Henderson, Luke C.
, p. 27900 - 27904 (2017/07/07)
A range of α-aminophosphonates were accessed in high yields and very rapidly, using solvate ionic liquids as the reaction media. Reactions typically required less than 10 minutes to go to completion and precipitation of these products into water excludes the use of traditional work up procedures, giving the products in very high crude purity. Excellent functional group tolerance for both the aldehyde and amine reaction partners was observed, and a range of bis-aminophosphonates derived from aromatic diamines were also accessed in high yield and purity.
Synthesis of α-aminophosphonates using a mesoporous silica catalyst produced from sugarcane bagasse ash
Boza, Arthur F.,Kupfer, Vicente L.,Oliveira, Aline R.,Radovanovic, Eduardo,Rinaldi, Andrelson W.,Meneguin, Joziane G.,Domingues, Nelson L. C.,Moisés, Murilo P.,Favaro, Silvia L.
, p. 23981 - 23986 (2016/03/15)
A new green synthesis route is proposed for obtaining a mesoporous material using sugarcane bagasse ash (SCBA) as the silica source. The material obtained was denoted by SBA-16 and its mesostructure was characterized by low-angle X-ray diffraction (XRD), Fourier transform infrared (FTIR) spectroscopy, scanning electron microscopy (SEM), transmission electron microscopy (TEM) and nitrogen adsorption techniques. Sulfonic acid groups were introduced to the as-synthesized material, resulting in an acid catalyst denoted by SBA-16/SO3H. The catalytic activities of SBA-16 and SBA-16/SO3H were investigated in Kabachnik-Fields reactions, where α-aminophosphonate compounds were produced. The results show that both products can be considered as promising catalysts, where SBA-16/SO3H showed a slightly better performance than SBA-16.
Zinc Di(l-prolinate)-Mediated Synthesis of α-Aminophosphonates under Mild Conditions
De Oliveira, Aline R.,Katla, Ramesh,Rocha, Mariana P. D.,Albuquerque, Tábata B.,Da Silva, Caren D. G.,Kupfer, Vicente L.,Rinaldi, Andrelson W.,Domingues, Nelson Luís Campos
, p. 4489 - 4494 (2016/12/16)
An efficient method has been developed for the preparation of α-aminophosphonates by using zinc di(l-prolinate) as a catalyst under mild reaction conditions. The method has the advantages of high yields, short reaction times, and easy workup conditions.
A new, efficient and recyclable [Ce(l-Pro)]2(Oxa) heterogeneous catalyst used in the Kabachnik-Fields reaction
Da Silva, Caren D. G.,Oliveira, Aline R.,Rocha, Mariana P. D.,Katla, Ramesh,Botero, Eriton Rodrigo,Da Silva, érica C.,Domingues, Nelson Luís C.
, p. 27213 - 27219 (2016/03/25)
Herein we introduce a new catalyst for the Kabachnik-Fields reaction, [Ce(l-Pro)]2(Oxa), using a very accessible, simple and efficient methodology for α-aminophosphonate synthesis using an aromatic aldehyde, an aromatic amine and diphenyl phosphite. This procedure was developed using a low catalyst loading of cerium(iii) prolinate and it has allowed for the recycling of the catalyst.
Highly efficient synthesis of α-aminophosphonates catalyzed by hafnium(IV) chloride
Li, Xiao-Chuan,Gong, Shan-Shan,Zeng, De-Yun,You, Yue-Hai,Sun, Qi
supporting information, p. 1782 - 1785 (2016/04/05)
A highly efficient one-pot method for the synthesis of a variety of α-aminophosphonates via the one-pot three-component reaction of aldehyde, amine, and phosphite has been developed using only 2 mol % HfCl4 as the catalyst. The NMR evidence strongly indicated the catalytic roles of Hf(IV) on the activation of aldehyde, phosphite, and imine intermediate.
A Quick and Clean Procedure for Synthesis of α-Aminophosphonates in Aqueous Media
Mollashahi, Ebrahim,Gholami, Hamideh,Kangani, Mehrnoosh,Lashkari, Mojtaba,Maghsoodlou, Malek Taher
, p. 322 - 328 (2015/03/30)
A green and efficient procedure for the synthesis of α-aminophosphonates has been developed in water as a green and nonhazardous solvent, from condensation between aromatic aldehydes, aniline, and triphenyl phosphite at 80°C. This methodology has a number
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.
