26624-91-9Relevant academic research and scientific papers
P-Dodecylbenzenesulfonic acid: A highly efficient catalyst for one-pot synthesis of α-aminophosphonates in aqueous media
Movassagh, Barahman,Alapour, Saba
, p. 174 - 178 (2013)
A highly efficient one-pot three-component reaction of aldehydes or ketones, amines, and trimethyl or triethyl phosphite catalyzed by p-dodecylbenzensulfonic acid is developed for the synthesis of α-aminophosphonates at room temperature in water.
CAL-B accelerated novel synthetic protocols for 3,3’-arylidenebis-4-hydroxycoumarins and dimethyl ((substituted phenyl) (phenylamino)methyl) phosphonates
Chavan, Anusaya S.,Kharat, Arun S.,Bhosle, Manisha R.,Dhumal, Sambhaji T.,Mane, Ramrao A.
, p. 4497 - 4512 (2021/07/26)
Green protocols for the syntheses of 3,3′-arylidenebis-4-hydroxycoumarins and dimethyl ((substituted phenyl) (phenylamino)methyl) phosphonates have been first time developed using biocatalyst, CAL-B (lipase). These are carried at room temperature under st
Magnetic ZnO?CuO?Iron ore nanocomposites as a green and highly efficient heterogeneous nanocatalyst for solventless synthesis of α-aminophosphonates
Sajadi, S Mohammad
, p. 25 - 30 (2019/11/14)
A green novel synthesis of ZnO?CuO?Iron ore nanocomposites as a novel and magnetic heterogeneous nanocatalyst is used for the one-pot synthesis of α-aminophosphonates under solventless conditions. This study benefits from the magnetic iron ore acting as a multi-mineral Lewis acid system, the green properties and the large surface area due to its nanostructure. Moreover, scanning electron microscope analysis confirmed that the nanocatalyst gave an excellent yield and good recyclability; which, even after the 10th cycle of the model reaction retained its potential with no significant loss of catalytic activity.
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.
Method for preparing alpha-phosphoramidate compound
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Paragraph 0084; 0085, (2019/04/26)
The invention provides a method for preparing an alpha-phosphoramidate compound. The method comprises the step of subjecting aromatic aldehyde, amine and phosphite to a tri-ingredient domino reactionunder the condition of ionic liquid, thereby preparing the alpha-phosphoramidate compound. The process conditions are simple, the operability is high, and thus, a novel scheme is provided for large-scale production of the alpha-phosphoramidate compound.
Formic acid catalyzed one-pot synthesis of α-aminophosphonates: an efficient, inexpensive and environmental friendly organocatalyst
Azarnia Mehraban, Jamshid,Jalali, Mahsa Sadat,Heydari, Akbar
, p. 2215 - 2223 (2018/08/04)
Abstract: Aqueous formic acid is used for the synthesis of α-aminophosphonates through Kabachnik–Fields reaction applying aromatic amine, phosphite, and carbonyl compounds. Using formic acid as an efficient and low-cost organocatalyst provides environmental friendly, high yields, low reaction time and mild reaction condition. The isolated products were analyzed by IR, NMR, and mass techniques. Graphical abstract: [Figure not available: see fulltext.].
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.
SO 3H -functionalized magnetic Fe 3O 4 nanoparticles as an efficient and reusable catalyst for one-pot synthesis of α -amino phosphonates
Hamadi, Hosein,Norouzi, Meysam
, (2018/09/12)
Abstract: Nanomagnetic Fe 3O 4@ SiO 2-SO 3H (SO 3H-MNPs) was prepared via grafting sulfonic acid on the silica-coated Fe 3O 4 magnetite nanoparticles (MNPs). The catalytic activi
The synthesis and kinetic evaluation of aryl α-aminophosphonates as novel inhibitors of T. cruzi trans-sialidase
Chen, Zexin,Marcé, Patricia,Resende, Ricardo,Alzari, Pedro M.,Frasch, A. Carlos,van den Elsen, Jean M.H.,Crennell, Susan J.,Watts, Andrew G.
, p. 25 - 33 (2018/09/13)
The trans-sialidase protein expressed by Trypanosoma cruzi is an important enzyme in the life cycle of this human pathogenic parasite and is considered a promising target for the development of new drug treatments against Chagas' disease. Here we describe
Organocatalytic synthesis of α-aminophosphonates using o-benzenedisul fonimide as a recyclable bronsted acid catalyst
Farahani, Nasrin,Akbari, Jafar
, p. 483 - 487 (2017/08/29)
Background: One-Pot three component preparation of α-aminophosphonates in the presence of o-benzenedisulfonimide as efficient acidic organocatalyst has been described. The catalyst can be recovered for further reactions and reused without any loss of efficiency. Methods: A very simple protocol was followed in the reaction process. Initially, we attempted a three component coupling of benzaldehyde with aniline and trimethylphosphite using o-benzenedisulfonimide (5 mol%). The reaction proceeded smoothly at r.t under solvent free conditions and the desired product. Results: The reactions worked well with almost all the aldehydes, heteroaryl aldehydes and ketones; at the end of the reaction, the product could be separated by usual work up. Finally, the water tolerant catalyst may be recycled from water, because of its good solubility in water. Conclusion: The catalyst is a safe, nonvolatile, and noncorrosive Bronsted acid; it is readily recovered at the end of the reactions simply by evaporating the aqueous washings. The products are generally obtained in good yields and short time under simple and mild reaction conditions.
