71511-66-5

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 100-01-6 4-nitro-aniline 
• 762-04-9 phosphonic acid diethyl ester 
• 122-52-1 triethyl phosphite 
• 5340-14-7 (4-chlorobenzylidene)(4-nitrophenyl)amine 
• 31682-65-2 diethyl phosphite 
• 99-09-2 3-nitro-aniline 

Relevant academic research and scientific papers

Synthesis, X-ray crystal structure, DNA/protein binding and cytotoxicity studies of five α-aminophosphonate N-derivatives

Five new α-aminophosphonates are synthesized and characterized by EA, FT-IR, 1H NMR, 13C NMR, 31P NMR, ESI-MS and X-ray crystallography. The X-ray analyses reveal that the crystal structures of 1–5 are monoclinic or triclinic system with the space group P 21/c, P ? 1, P ? 1, P2(1)/c and P ? 1, respectively. All P atoms of 1–5 have tetrahedral geometries involving two O-ethyl groups, one Cα atom, and a double bond O atom. The binding interaction of five new α-aminophosphonate N-derivatives (1–5) with calf thymus(CT)-DNA have been investigated by UV–visible and fluorescence emission spectrometry. The apparent binding constant (Kapp) values follows the order: 1 (3.38 × 105 M?1) > 2 (3.04 × 105 M?1) > 4 (2.52 × 105 M?1) > 5 (2.32 × 105 M?1) > 3 (2.10 × 105 M?1), suggesting moderate intercalative binding mode between the compounds and DNA. In addition, fluorescence spectrometry of bovine serum albumin (BSA) with the compounds 1–5 showed that the quenching mechanism might be a static quenching procedure. For the compounds 1–5, the number of binding sites were about one for BSA and the binding constants follow the order: 1 (2.72 × 104 M?1) > 2 (2.27 × 104 M?1) > 4 (2.08 × 104 M?1) > 5 (1.79 × 104 M?1) > 3 (1.17 × 104 M?1). Moreover, the DNA cleavage abilities of 1 exhibit remarkable changes and the in vitro cytotoxicity of 1 on tumor cells lines (MCF-7, HepG2 and HT29) have been examined by MTT and shown antitumor effect on the tested cells.

Exceptional effect of nitro substituent on the phosphonation of imines: The first report on phosphonation of imines to α-iminophosphonates and α-(N-phosphorylamino)phosphonates

A novel and chemoselective method is reported for the simple phosphonation of imines. By change of the electronic effects of the substituents, this method offers the selective synthesis of either α-iminophosphonates or α-(N-phosphorylamino)phosphonates. The mild reaction condition makes this protocol very attractive for synthesis of these two classes of phosphorous compounds.

TfOH/C-catalyzed one-pot three-component synthesis of α-amino phosphonates under solvent-free conditions

The TfOH/C was readily prepared via simple absorption of triflic acid onto activated charcoal. This solid acid was used as an efficient catalyst for the synthesis of α-aminophosphonates through the Kabachnik-Fields reaction of carbonyl compound, amine and

Cd(ClO4)2·xH2O as a novel catalyst for the synthesis of α-aminophosphonates under solvent-free conditions

In this paper, we report cadmium perchlorate hydrate to be an novel, expeditious catalyst for the three-component one-pot reaction of an amine, an aldehyde and a H-phosphonate diesters in open air without any solvent, leads to α-aminophosphonates in excellent yields. To the best of our knowledge this finding is the first example of a cadmium perchlorate hydrate catalyzed Kabachnik-Fields reaction.

Magnetic nanoparticles coated by acidic functionalized poly(amidoamine) dendrimer: Effective acidic organocatalyst

A novel magnetic Br?nsted acid catalyst was synthesized based on growing poly(amidoamine) dendrimers on the surface of magnetic nanoparticles. After the dendronizing process, the MNP coated PAMAM was functionalized by chlorosulfuric acid to form an acid catalyst. Because of dendrimer coating of MNPs, catalyst shows good loading level of acidic groups on the surface. Also zwitterion nature of catalyst surface improves the catalytic activity. This new catalyst is proven to be highly effective in the synthesis of α-aminophosphonate compounds in a green way.

Titanocene dichloride as an efficient catalyst for one-pot synthesis of α-aminophosphonates

Commercially available titanocene dichloride was firstly used as an extremely efficient catalyst for a three-component one-pot reaction of an amine, an aldehyde (ketone), and a dialkyl phosphite to form α-aminophosphonates under solvent-free conditions at

Xanthan sulfuric acid as an efficient biodegradable and recyclable catalyst for the one-pot synthesis of α-amino phosphonates

A convenient and efficient procedure for the synthesis of α-amino phosphonates by a one-pot, three-component condensation of aldehydes, amine, and diethyl phosphite in the presence of xanthan sulfuric acid as a bio-supported catalyst under solvent-free conditions has been developed. A wide range of α-amino phosphonates have been obtained in high to excellent yields. Furthermore, the catalyst can be recovered simply and reused several times in subsequent reactions.