19957-18-7

Upstream product

• 201230-82-2 carbon monoxide 
• 762-04-9 phosphonic acid diethyl ester 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 78-40-0 triethyl phosphate 
• 403-43-0 4-fluorobenzoyl chloride 
• 352-34-1 4-fluoro-1-iodobenzene 
• 456-22-4 4-Fluorobenzoic acid 
• 122-52-1 triethyl phosphite 

Downstream Products

• 154109-07-6 diethyl [N-(hydroxy)imino](p-fluorophenyl)methylphosphonate 
• 929900-94-7 diethyl cyano(4-fluorophenyl)(trimethylsilyloxy)methylphosphonate 
• 141543-15-9 diethyl 1-p-fluorophenyl-1-hydroxy-2-nitroethylphosphonate 
• 1513846-37-1 diethyl ((2S,3S)-2-(4-fluorophenyl)-5-oxo-3-phenyltetrahydrofuran-2-yl)phosphonate 
• 1402349-97-6 C₁₅H₂₃FNO₄PSi 
• 1315552-49-8 (R)-diethyl [1-(4-fluorophenyl)-1-hydroxy-3-oxopropyl]phosphonate 

Relevant academic research and scientific papers

Carbene-catalyzed enal γ-carbon addition to α-ketophosphonates for enantioselective access to bioactive 2-pyranylphosphonates

A carbene-catalyzed enantioselective [4+2] cycloaddition reaction between α,β-unsaturated aldehydes and α-ketophosphonates is developed. The reaction affords chiral 2-pyranylphosphonates with excellent enantioselectivities. The optically enriched phosphonate products bear multiple functional groups, including unsaturated lactone and phosphonate moieties that often lead to unique bio-activities. Preliminary studies show that the products from our reactions exhibit anti-bacterial (X. oryzae pv. oryzae) and anti-viral (Tobacco Mosaic Virus) activities for potential use in plant protection.

Pd-catalyzed carbonylative access to aroyl phosphonates from (hetero)aryl bromides

The first transition-metal catalysed carbonylation with a phosphorus nucleophile is presented. This transformation provides efficient and mild access to aroylphosphonates under mild conditions, thus ensuring a broad substrate scope. The utility of aroylph

Synthesis of acylphosphonates by a palladium-catalyzed phosphonocarbonylation reaction of aryl iodides with phosphites

Acylphosphonates are conveniently synthesized from aryl iodides by a palladium-catalyzed reaction with dialkyl phosphites under an atmospheric pressure of carbon monoxide. The reaction demonstrates the first example of the use of phosphorus nucleophiles in related metal-catalyzed carbonylation reactions.

Asymmetric homoenolate additions to acyl phosphonates through rational design of a tailored N-heterocyclic carbene catalyst

A highly selective NHC-catalyzed synthesis of γ-butyrolactones from the fusion of enals and α-ketophosphonates has been developed. Computational modeling of competing transition states guided a rational design strategy to achieve enhanced levels of enanti

Palladium-catalyzed asymmetric hydrogenation of N-hydroxya-imino phosphonates using bronsted acid as activator: The first catalytic enantioselective approach to chiral N-hydroxy-aamino phosphonates

The enantioselective synthesis of ring-substituted [N-(hydroxy)amino] ACHTUNGTRENUNG(phenyl)methylphos- ACHTUNGTRENUNGphonic esters via asymmetric hydrogenation of the corresponding N-hydroxy-a-imino phosphonates with up to 90% ee was developed using cata

Rhodium-catalyzed enantioselective cyclizations of γ-alkynylaldehydes with acyl phosphonates: ligand- and substituent-controlled C-P or C-H bond cleavage

It has been established that a cationic rhodium(I)/(R)-H8-BINAP or (R)-Segphos complex catalyzes two modes of enantioselective cyclizations of γ-alkynylaldehydes with acyl phosphonates via C-P or C-H bond cleavage. The ligands of the Rh(I) comp

Sigmatropic Isomerizations in 2-Azaallyl Systems. XVI. Electronic Effects of Phosphorylated Azaallyl Group

Meta- and para-fluorobenzenes XC6H4F containing a mono- and diphosphorylated 2-azaallyl group [X = PhCH2N=C[P(O)(OEt)2], (EtO)2P(O)CH2N=CH, Ph2P(O)CHPhN=CH, (EtO)2P(O)

The preparation and characterization of some fluorinated α-aminoarylmethanephosphonic acids

α-Aminoarylmethanephosphonic acids have been prepared with a range of fluoro, fluoroalkyl, or fluoroalkoxy substituents in the benzene ring (4-F, 3-F, 2-F, 3,4-F2, F5, 4-CF3, 3-CF3, 4-CF3O, and 3-CF3O). These compounds have relatively low aqueous solubility and their NMR spectra (1H, 13C, 31P and 19F) were therefore recorded in D2O in the presence of an excess of alkali. Under these conditions, the ring substituents appear to have little effect on δp (15-18 ppm), or on the 1H and 13C parameters for the benzylic group (α-CH), which are mainly in the ranges observed for other types of α-aminoarylmethanephosphonic acids under alkaline conditions (δH 3.8-4.0 ppm, 2JPH 15.3-16.5 Hz; δC 57-58 ppm, 1JPC 128-132 Hz). For those examples with fluorine in the ortho position (i.e., the 2-fluoro and pentafluoro derivatives) a slightly higher field chemical shift was observed for the benzylic carbon atom (δC 50-51 ppm). In the fast-atom bombardment mass spectra, pseudo-molecular ions, MH+, and ions resulting from the elimination of phosphorous acid [MH - H3PO3]+, provide a further useful means of chararacterization for these compounds. Key words: Fluorinated aminoarylmethanephosphonic acids, dialkyl N-diphenylmethylaminoaryl-methanephosphonates, NMR spectroscopy, FAB mass spectrometry.

Studies on organophosphorus compounds; LXXV: A facile synthesis of 1-(hydroxyamino)alkyl(or aryl)phosphonic acids

Reduction of dialkyl 1-(hydroxyimino)alkyl(aryl)phosphonate 1 with borane-pyridine complex proceeds smoothly to give dialkyl 1-(hydroxyamino)alkyl(or aryl)phosphonate 2 which is then easily converted into the corresponding hydroxyaminophosphonic acid 3 by