14862-39-6

Upstream product

• 3577-87-5 diphenyl methyl phosphite 
• 70-11-1 α-bromoacetophenone 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 4712-55-4 diphenyl hydrogen phosphite 
• 100-42-5 styrene 
• 140-10-3 (E)-3-phenylacrylic acid 

Downstream Products

• 1059608-80-8 bis[(4-biphenyl)methyl] phenacylphosphonate 
• 1059608-64-8 C₁₄H₁₃O₄P 
• 1059608-78-4 dibenzyl (2-oxo-2-phenylethyl)phosphonate 

Relevant academic research and scientific papers

Bivalent copper complex containing diphosphine ortho-position carborane ligand, preparation method and application thereof

The invention relates to a bivalent copper complex containing a diphosphine ortho-position carborane ligand, a preparation method and application thereof. The copper complex is prepared by the following method of: adding an n-BuLi solution dropwise into an ortho-position carborane o-C2B10H12 solution, and carrying out stirring reaction, then adding halogenated phosphine for continuous reaction, adding copper acetate Cu(OAc)2 into the reaction system for continuous reaction, after the reaction is finished, performing separating to obtain the diphosphine ortho-position carborane ligand, and applying the copper complex to catalytic synthesis of a beta-carbonyl phosphine oxide compound. Compared with the prior art, the synthesis process has excellent selectivity and high yield, the copper complex can catalyze alpha-haloketone and phosphite to react to synthesize the beta-carbonyl phosphine oxide compound under the room temperature condition, and the reaction is efficient, green and environmentally friendly.

Preparation method for synthesizing beta-carbonyl phosphonate derivatives via olefin

The invention discloses a method for synthesizing beta-carbonyl phosphonate derivatives via olefin and belongs to the field of organic chemistry. In the method, olefin (or olefin acid) and H-phosphite are used as raw materials, CuSO4.5H2O is used as a catalyst, and beta-carbonyl phosphonate derivatives are synthesized by heating reaction. The method is cheap and readily available in raw materials, simple in operation, mild in reaction condition and high in synthetic yield, and is suitable for industrialized production. The derivatives are often used as intermediates for synthesizing alpha, beta-unsaturated carbonyl compounds, and the derivatives also have wide bioactivity and significant metal compounding capability and play an irreplaceable role in medicinal chemistry, biological chemistry and inorganic chemistry.

Mn(OAc)3-Promoted Oxidative Csp3-P Bond Formation through Csp2-Csp2 and P-H Bond Cleavage: Access to β-Ketophosphonates

The Mn(OAc)3-promoted oxidative phosphonylation of N,N-dimethylenaminones with H-phosphonates, involving a chemo- and regioselective Csp2-Csp2 bond cleavage and Csp3-P bond formation in one step, provided successfully functionalized β-ketophosphonates under mild reaction conditions. Oxidative Csp3-H/P-H cross-coupling reactions via Csp3-C(C=O) bond cleavage and mechanistic studies are conducted preliminarily, and a possible mechanism is proposed. This novel method proceeds in good to excellent yields, shows operational simplicity, broad substrate scope, and large-scale preparation.

Acetonitrile-dependent oxyphosphorylation: A mild one-pot synthesis of β-ketophosphonates from alkenyl acids or alkenes

An efficient one-pot synthesis of β-ketophosphonates has been developed, via the reaction of α,β-alkenyl carboxylic acids or alkenes with H-phosphonates and air oxygen, catalyzed by CuSO4·5H2O in CH3CN. CH3CN plays a decisive role, probably by forming an active oxygen complex [(MeCN)nCuII-O-O·].

β-Ketophosphonates as β-lactamase inhibitors: Intramolecular cooperativity between the hydrophobic subsites of a class D β-lactamase

A series of aryl and arylmethyl β-aryl-β-ketophosphonates have been prepared as potential β-lactamase inhibitors. These compounds, as fast, reversible, competitive inhibitors, were most effective (micromolar Ki values) against the class D OXA-1 β-lactamase but had less activity against the OXA-10 enzyme. They were also quite effective against the class C β-lactamase of Enterobacter cloacae P99 but less so against the class A TEM-2 enzyme. Reduction of the keto group to form the corresponding β-hydroxyphosphonates led to reduced inhibitory activity. Molecular modeling, based on the OXA-1 crystal structure, suggested interaction of the aryl groups with the hydrophobic elements of the enzyme's active site and polar interaction of the keto and phosphonate groups with the active site residues Ser 115, Lys 212 and Thr 213 and with the non-conserved Ser 258. Analysis of binding free energies showed that the β-aryl and phosphonate ester aryl groups interacted cooperatively within the OXA-1 active site. Overall, the results suggest that quite effective inhibitors of class C and some class D β-lactamases could be designed, based on the β-ketophosphonate platform.