67652-76-0

Upstream product

• 1749-19-5 phenyl(1-phenylethylidene)amine 
• 762-04-9 phosphonic acid diethyl ester 
• 62-53-3 aniline 
• 98-86-2 acetophenone 
• 122-52-1 triethyl phosphite 
• 762-04-9 Diethyl phosphonate 

Relevant academic research and scientific papers

Magnetic ZnO?CuO?Iron ore nanocomposites as a green and highly efficient heterogeneous nanocatalyst for solventless synthesis of α-aminophosphonates

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.

Synthesis of α-aminophosphonates using carbon nanotube supported imidazolium salt-based ionic liquid as a novel and environmentally benign catalyst

A supported acidic catalyst was easily prepared via anchoring imidazolium salt-based ionic liquid onto multiwalled carbon nanotube by covalent bonds. This novel immobilized acidic ionic liquid effectively catalyzed the one-pot synthesis of α-aminophosphonates from the reaction of amines and aldehydes with diethyl phosphite. The catalyst can be easily recovered and reused without appreciable change in its efficiency.

Air-stable zirconocene bis(perfluorobutanesulfonate) as a highly efficient catalyst for synthesis of α-aminophosphonates via Kabachnik-Fields reaction under solvent-free condition

Zirconocene bis(perfluorobutanesulfonate) [Cp2Zr(OSO 2C4F9)2·2H2O] was successfully synthesized by treatment of Cp2ZrCl2 with C4F9SO3Ag, and was found to have the nature of air-stability, water tolerance, high thermal stability and strong Lewis acidity. This complex showed high catalytic efficiency for the synthesis of α-aminophosphonates via Kabachnik-Fields reaction of aldehydes/ketones, amines and diethyl phosphite under mild and solvent-free conditions. Furthermore, it can be reused without loss of activity in a test of five cycles. Compared with our previously reported complex of Cp2Zr(OSO 2C8F17)2·3H 2O·THF, this complex showed better catalytic activity.

Synthesis of α-aminophosphonates using polystyrene supported Al(OTf)3 as a heterogeneous catalyst

A mild and efficient method has been devised for the preparation of -aminophosphonates from three component condensation of an aldehyde, an amine, and diethyl phosphite in the presence of catalytic amounts of cross-linked polystyrene supported aluminium triflate (Ps-Al(OTf)3) under solvent-free conditions in good to excellent yields. The catalyst is stable (as a bench top catalyst) and can be easily recovered and reused without appreciable change in its efficiency. Taylor & Francis Group, LLC.

Thiamine hydrochloride (VB1): An efficient catalyst for one-pot synthesis of α-aminophosphonates under ultrasonic irradiation

An efficient synthesis of novel α-aminophosphonates by the reaction of aldehydes and amines with triethyl phosphite in the presence of the easily available, inexpensive, and nontoxic catalyst thiamine hydrochloride (VB1). This method affords the α-aminophosphonates under the influence of ultrasound irradiation in aqueous medium, in short reaction times (4-6 min), high yields (85-95%), with improved purity. The process is green, mild, inexpensive and excellent yields are the main compensation of this procedure.

Silica gel and polystyrene supported aluminum chloride as heterogeneous catalysts for the preparation of α-aminophosphonates

Silica gel supported aluminum chloride (SiO2-AlCl3) and cross-linked polystyrene-supported aluminum chloride (PS-AlCl3) are environment- friendly heterogeneous catalysts for the condensation of amines and aldehydes with diethyl phosphite to afford α-aminophosphonates. These solid acid catalysts are stable (as bench top catalysts) and can be easily recovered and reused without appreciable change in their efficiency.

Tin(II) compounds as catalysts for the Kabachnik-fields reaction under solvent-free conditions: Facile synthesis of α -aminophosphonates

In the presence of a catalytic amount of tin(II) salts, the three-component Kabachnik-Fields reaction involving aldehydes, amines, and diethyl phosphite proceeded smoothly to afford the corresponding -aminophosphonates in good to high yields. These reactions were carried out under solvent-free conditions.

Solvent-free sonochemical preparation of α-aminophosphonates catalyzed by 1-hexanesulphonic acid sodium salt

1-Hexanesulphonic acid sodium salt was found to be an efficient catalyst for the green synthesis of α-aminophosphonates by the coupling of aldehydes/ketone, an amine and triethyl phosphite under ultrasound irradiation at ambient temperature for appropriate time to furnish the desired product in good to excellent yield under solvent-free condition. This catalyst provides clean conversion; greater selectivity and easy workup make this protocol practical and economically attractive.

Zirconium(IV) compounds as efficient catalysts for synthesis of α-aminophosphonates

(Chemical Equation Presented) Zirconium(IV) compounds are reported as excellent catalysts for a three-component one-pot reaction of an amine, an aldehyde or a ketone, and a di/trialkyl/aryl phosphite to form α-aminophosphonates under solvent-free conditions at rt. Among the various zirconium compounds, ZrOCl2?8H2O and ZrO(ClO 4)2?6H2O were most effective. The reactions were faster with dialkyl/diaryl phosphites than with trialkyl/triaryl phosphites. No O-Me cleavage occurs with aryl methyl ether and methyl ester groups. α/β-Unsaturated carbonyl moiety does not undergo conjugate addition with the phorphorous moiety.

An extremely efficient three-component reaction of aldehydes/ketones, amines, and phosphites (Kabachnik-Fields reaction) for the synthesis of α-aminophosphonates catalyzed by magnesium perchlorate

(Chemical Equation Presented) Commercially available magnesium perchlorate is reported as an extremely efficient catalyst for the synthesis of α-aminophosphonates. A three-component reaction (3-CR) of an amine, an aldehyde or a ketone, and a di-/trialkyl phosphite (Kabachnik-Fields reaction) took place in one pot under solvent-free conditions to afford the corresponding α-aminophosphonates in high yields and short times. The use of solvent retards the rate of the reaction and requires a much longer reaction time than that for neat conditions. The reactions involving an aldehyde, an aromatic amine without any electron-withdrawing substituent, and a phosphite are carried out at rt. The reactions involving cyclic ketones, aromatic amines with an electron-withdrawing substituent, and aryl alkyl ketone (e.g., acetophenone) require longer reaction times at rt or heating. Magnesium perchlorate was found to be superior to other metal perchlorates and metal triflates during the reaction of 4-methoxybenzaldehyde, 2,4-dinitroaniline, and dimethyl phosphite. The catalytic activity of various magnesium compounds was influenced by the counteranion, and magnesium perchlorate was found to be the most effective. The reaction was found to be general with di-/trialkyl phosphites and diaryl phosphite. The Mg(ClO4)2-catalyzed α- aminophosphonate synthesis in the present study perhaps represents a true three-component reaction as no intermediate formation of either an imine or α-hydroxy phosphonate was observed that indicated the simultaneous involvement of the carbonyl compound, the amine, and the phosphite in the transition state.