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Relevant academic research and scientific papers

Cobalt(II) chloride accelerated one-pot three-component synthesis of α-aminophosphonates at room temperature

A simple, efficient, and general method has been developed for the one-pot, three-component synthesis of α-aminophosphonates from condensation reaction of trimethyl phosphite, aryl aldehydes and aryl amines in the presence of CoCl2·6H2O under solvent-free conditions. Thus α-aminophosphonates were synthesized relatively quickly in good yields at room temperature.

Synthetic method of alpha-amino phosphonate

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

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.

Formic acid catalyzed one-pot synthesis of α-aminophosphonates: an efficient, inexpensive and environmental friendly organocatalyst

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.].

Organocatalytic synthesis of α-aminophosphonates using o-benzenedisul fonimide as a recyclable bronsted acid catalyst

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.

Synthesis of α-aminophosphonates in the presence of triethylammonium hydrogen sulfate [Et3NH][HSO4] as a highly efficient ionic liquid catalyst

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 green protocol for one-pot three-component synthesis of α-amino phosphonates catalyzed by succinic acid

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.]

One-pot synthesis of α-Aminophosphonates catalyzed by boric acid at room temperature

A simple, efficient, and general method has been developed for the one-pot, three-component synthesis of α-aminophosphonates from a condensation reaction of trimethyl phosphite, aldehydes, and amines in the presence of catalytic amount of boric acid (10 mol%) under solvent-free conditions. Thus α-aminophosphonates were synthesized relatively quickly in good yields at room temperature

Sodium dihydrogen phosphate as an efficient catalyst for one-pot, three-component synthesis of α-aminophosphonates under solvent-free conditions at room temperature

A simple, efficient, and general method has been developed for the one-pot, three-component synthesis of -aminophosphonates from a condensation reaction of trimethyl phosphite, aldehydes, and amines in the presence of sodium dihydrogen phosphate under solvent-free conditions. Thus, α-aminophosphonates were synthesized relatively quickly in good yields at room temperature.

A sulfonic acid functionalized ionic liquid as a homogeneous and recyclable catalyst for the one-pot synthesis of α-aminophosphonates

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