41157-92-0

Upstream product

• 96-36-6 methyl phosphite 
• 98-86-2 acetophenone 
• 868-85-9 Dimethyl phosphite 
• 18106-71-3 dimethyl benzoylphosphonate 
• 75-24-1 trimethylaluminum 
• 98-88-4 benzoyl chloride 
• 63007-14-7 dimethyl α-phenylethylphosphonate 
• 121-45-9 phosphorous acid trimethyl ester 

Relevant academic research and scientific papers

The typical crystal structures of a few representative α-aryl-α-hydroxyphosphonates

The crystal structures of seven α-aryl-α-hydroxyphosphonates synthesized by the Pudovik reaction of substituted benzaldehydes and dialkyl phosphites, namely dimethyl [(hydroxy) (phenyl) methyl] phosphonate, C9H13O4P, dimet

Synthesis and anticancer cytotoxicity with structural context of an α-hydroxyphosphonate based compound library derived from substituted benzaldehydes

We synthesized substituted benzaldehyde derived α-hydroxyphosphonates (αOHP), α-hydroxyphosphonic acids (αOHPA) and α-phosphinoyloxyphosphonates (αOPP) and characterized their cytotoxicity against a panel of cancer cell lines. A library containing 56 analogues was screened against Mes-Sa parental and Mes-Sa/Dx5 multidrug resistant uterine sarcoma cell lines, using a fluorescence-based cytotoxicity assay. The cytotoxicity screening revealed that dibenzyl-αOHPs and dimethyl-α-diphenyl-OPPs were the most active clusters, which encouraged us to synthesize further dibenzyl-α-diphenyl-OPP derivatives that elicited pronounced cell killing. Further structure-activity relationships showed the relevance of hydrophobicity and the position of substituents on the main benzene ring as determinants of toxicity. The most active analogs proved to be equally, or even more toxic to the multidrug resistant (MDR) cell line Mes-Sa/Dx5, suggesting these compounds may overcome P-glycoprotein mediated multidrug resistance by evading the drug transporter.

Ultrasound assisted green synthesis of α-hydroxyphosphonates under solvent-free conditions

Abstract: A simple, efficient and environmentally benign method for the synthesis of α-hydroxyphosphonates by reaction of an aldehyde or a ketone, and trialkylphosphite is effectively accomplished under ultrasound irradiation and solvent-free and catalyst

C-H hydroxylation of phosphonates with oxygen in [bmIm]OH to produce quaternary α-hydroxy phosphonates

A highly efficient and mild [bmIm]OH-catalyzed α-hydroxylation of phosphonates using O2 as the oxygen source is described. The employment of ionic liquid under mild reaction conditions makes this transformation green and practical. Especially, this reaction provided a novel and convenient methodology for the construction of quaternary α-hydroxy phosphonates.

Synthesis of quaternary α-hydroxy phosphonates via direct hydroxylation of phosphonate compounds

It was found for the first time that Cs2CO3 serves as highly efficient catalyst for the direct hydroxylation reactions of phosphonates under mild conditions. This reaction provides an efficient approach to quaternary α-hydroxy phosph

The catalytic aerobic synthesis of quaternary α-hydroxy phosphonates via direct hydroxylation of phosphonate compounds

A highly efficient Cu-catalyzed direct hydroxylation of phosphonate compounds has been developed. This transformation provides a powerful method for the synthesis of quaternary α-hydroxy phosphonates in good yields. The direct transformation process, regiospecific selectivity, and good tolerance to a variety of substituents make it an alternative approach to the reported protocols.

Solvent-free synthesis of Tertiaryα-Hydroxyphosphates by the Triethylamine-catalyzed hydrophosphonylation of ketones

A new, environmentally benign, convenient, and easy method of synthesizing tertiary α-hydroxyphosphonates by the triethylamine-catalyzed hydrophosphonylation of unactivated ketones was developed. In the presence of triethylamine, aromatic or heteroaromati

MgCl2/Et3N base system as a new catalyst for the synthesis of α-hydroxyphosphonate

An efficient and simple synthesis of α-hydroxyphosphonates via reaction of aldehydes and ketones with dimethylphosphite in the presence of MgCl2/Et3N base system is reported. The use of readily available and easy to handle reagent MgCl2/Et3N makes this method simple, convenient, and practical. Copyright

Reactions of acyl phosphonates with organoaluminum reagents: A new method for the synthesis of secondary and tertiary α-hydroxy phosphonates

The reactions of organoaluminum reagents (trimethylaluminum, triethylaluminum, etc.) with aryl and alkyl acyl phosphonates, which lead to the formation of α-hydroxy phosphonates in moderate to good yields, are reported. This method provides easy access to

Pyridine 2,6-dicarboxylic acid as a bifunctional organocatalyst for hydrophosphonylation of aldehydes and ketones in water

A novel organocatalytic, direct synthesis of α-hydroxy phosphonates via reaction of aldehydes and ketones with trimethylphosphite in the presence of catalytic amounts of pyridine 2,6-dicarboxylic acid in water is reported. The method is simple, cost-effec