85915-09-9

Usage

Uses

Used in Organic Synthesis:
(3-CYANO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER is used as a reagent for facilitating various chemical reactions and synthesizing a wide range of organic compounds. Its unique structure allows it to participate in reactions such as esterification, substitution, and condensation, making it a versatile component in the creation of complex molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (3-CYANO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER is used as a research tool to study its potential biological and pharmacological properties. Its cyano and phosphonic acid groups may offer unique interactions with biological targets, which could lead to the development of new drugs or therapeutic agents.
Used as a Precursor for Synthesis:
(3-CYANO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER serves as a precursor in the synthesis of other organic compounds, particularly those with similar functional groups or structures. Its reactivity and stability make it a valuable starting material for the production of various chemicals used in different industries.
Used in Potential Medical Applications:
Due to its potential biological and pharmacological activities, (3-CYANO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER may be studied for possible medical applications. Its unique structure and reactivity could lead to the development of new therapeutic agents or contribute to the understanding of certain biological processes.

Upstream product

• 100-47-0 benzonitrile 
• 762-04-9 phosphonic acid diethyl ester 
• 6952-59-6 3-cyanobromobenzene 
• 1877-72-1 3-Cyanobenzoic acid 
• 49584-07-8 3-cyanophenyl-4-methylbenzene-1-sulfonate 
• 873-62-1 m-cyanophenol 
• 78-40-0 triethyl phosphate 
• 28188-41-2 m-(bromomethyl)benzonitrile 

Downstream Products

• 32598-05-3 (E)-3-(2-(pyridin-4-yl)vinyl)benzonitrile 

Relevant academic research and scientific papers

Palladium-catalyzed one-pot phosphorylation of phenols mediated by sulfuryl fluoride

We report a general palladium-catalyzed one-pot procedure for the synthesis of phosphonates, phosphinates and phosphine oxides from phenols mediated by sulfuryl fluoride. It features mild conditions, broad substrate scope, high functionality tolerance and water insensitivity. The utility of this procedure has been well demonstrated by gram-scale synthesis, sequential synthesis of click chemistry building blocks, late-stage decoration of drugs and natural products and on-DNA synthesis of phosphine oxide for a DNA-encoded library (DEL).

Nickel-Catalyzed Phosphorylation of Tosylates

Abstract: Four new bidentate phosphine ligands have been synthesized, characterized and evaluated in Ni-catalyzed C–P coupling reaction. The readily available and inexpensive highly active sulfonate Ni(cod)2-L8 catalyzes the reaction leading to

Decarbonylative Phosphorylation of Carboxylic Acids via Redox-Neutral Palladium Catalysis

We describe the direct synthesis of organophosphorus compounds from ubiquitous aryl and vinyl carboxylic acids via decarbonylative palladium catalysis. The catalytic system shows excellent scope and tolerates a wide range of functional groups (>50 examples). The utility of this powerful methodology is highlighted in the late-stage derivatization directly exploiting the presence of the prevalent carboxylic acid functional group. DFT studies provided insight into the origin of high bond activation selectivity and P(O)-H isomerization pathway.

Novel approach to metal-induced oxidative phosphorylation of aromatic compounds

We propose a new approach to the phosphorylation of benzenes bearing both electron withdrawing and electron donating substituents on the ring and some coumarins (coumarin, 6-methylcoumarin, 7-methylcoumarin) under the action of dialkyl H-phosphonate (RO)

Discovery of resveratrol derivatives as novel LSD1 inhibitors: Design, synthesis and their biological evaluation

Inhibition of lysine-specific demethylase 1 (LSD1) has recently emerged as an attractive therapeutic target for treating cancer and other diseases. As a continuity of our ongoing effort to identify novel small-molecule LSD1-inhibitors, we designed and syn

Manganese(III)-mediated direct phosphonylation of arenes

Manganese (III)-promoted direct phosphonylation of mono- and disubstituted arenes with dialkylphosphite afforded regioselective dialkylphosphonates in good yields. The reactions can apply to arenes bearing electron-donating groups and electron-withdrawing

Practical protocol for the palladium-catalyzed synthesis of arylphosphonates from bromoarenes and diethyl phosphite

A greatly improved, reliable protocol for the palladium-catalyzed cross-coupling of dialkyl phosphites with aryl bromides has been developed. The use of an alcoholic solvent was the key to high yields in the synthesis of a broad variety of arylphosphonate

Oxidative Phoshonylation of Aromatics with Ammonium Cerium(IV) Nitrate

Arylphosphonates 5 and 6 can be prepared in good yields in a one-step synthesis starting from arenes with tri- or diethylphosphites and cerium ammonium nitrate (CAN) as oxidant.The seletivity of the oxidative phosphonylation is relatively low; the reactive species is a phosphite radical cation.

OXIDATIVE PHOSPHONYLATION OF AROMATIC COMPOUNDS

Aryl phosphonates can be prepared in good yield from the respective arenes and tri- or dialkylphosphites by either chemical or anodic oxidation.The anodic oxidation proceeds either via phosphinium radical cations, which then attack the arenes electrophilically, or via arene radical cations, which add the trialkylphosphite as nucleophile.Aryl phosphonates are also obtained in good yield by chemical oxidation with peroxodisulfate/AgNO3 in acetonitrile/water or glacial acetic acid.The diethylphosphinium radical cation, formed from diethylphosphite by oxidation with Ag(II), is supposed to be the reactive species in this process.Raising the silver salt concentration leads to an increase in polyphosphonylation.Selectivity ratios were determined for the oxidative phosphonylation process.