78081-97-7Relevant academic research and scientific papers
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.
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.
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.
Highly efficient one-pot multi-component synthesis of α- aminophosphonates and bis-α-aminophosphonates catalyzed by heterogeneous reusable silica supported dodecatungstophosphoric acid (DTP/SiO2) at ambient temperature and their antitubercular evaluation against Mycobactrium Tuberculosis
Mulla, Shafeek A. R.,Pathan, Mohsinkhan Y.,Chavan, Santosh S.,Gample, Suwara P.,Sarkar, Dhiman
, p. 7666 - 7672 (2014/02/14)
A highly efficient one-pot multi-component reaction (MCR) protocol over DTP/SiO2 has been developed for the synthesis of α- aminophosphonate derivatives (4a-x) in excellent yields. The α-aminophosphonate derivatives were for the first time evaluated for their antitubercular activity against the M. tuberculosis H37Ra (MTB) strain. An evaluation of the data on the cytotoxicity and antimicrobial activity shows that 4n and 4v are promising antitubercular agents.
Pentafluorophenylammonium triflate (PFPAT): A new organocatalyst for the one-pot three-component synthesis of α-aminophosphonates
Malamiri, Fatemeh,Khaksar, Samad
, p. 807 - 811 (2014/07/07)
In the presence of a catalytic amount of pentafluorophenylammonium triflate (10 mol %), dimethyl phosphite reacts with imines (generated in situ from aldehydes and amines) to yield the corresponding coupling products in good yield. The organocatalyst is a
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.]
A highly efficient, one-pot synthesis of α-aminophosphonates over CuO nanopowder
Karmakar, Bikash,Paul, Sanjay,Banerji, Julie
experimental part, p. 161 - 171 (2011/05/04)
An atom-efficient, one-pot, three-component synthetic methodology has been developed for the preparation of α-aminophosphonates using the crystalline CuO- nanopowder as catalyst in solvent-free and ambient conditions, for the first time. The reaction involves the use of carbonyl compounds, amines and trimethyl phosphite. A wide range of substrates is compatible in this reaction, producing excellent yields in short time. The catalyst is recyclable with reproducible results. ARKAT-USA, Inc.
A sulfonic acid functionalized ionic liquid as a homogeneous and recyclable catalyst for the one-pot synthesis of α-aminophosphonates
Akbari, Jafar,Heydari, Akbar
experimental part, p. 4236 - 4238 (2009/10/26)
A sulfonic acid functionalized ionic liquid is used as a Br?nsted acid catalyst for the one-pot, three-component synthesis of α-aminophosphonates from aldehydes and ketones at room temperature in water. This homogeneous catalytic procedure is simple and e
Trifluoroethanol as a metal-free, homogeneous and recyclable medium for the efficient one-pot synthesis of α-amino nitriles and α-amino phosphonates
Heydari, Akbar,Khaksar, Samad,Tajbakhsh, Mahmood
body text, p. 77 - 80 (2009/04/14)
Trifluoroethanol is found to be an efficient and recyclable medium in promoting one-pot, three-component coupling reactions of aldehydes or ketones, amines and trimethylsilyl cyanide or trimethyl phosphite to afford the corresponding α-amino nitriles or α-amino phosphonates in high yields. This protocol does not require the use of an acid or base catalyst.
