83567-95-7

Upstream product

• 1478-53-1 Diethyl difluoromethylphosphonate 
• 93-89-0 benzoic acid ethyl ester 
• 94993-99-4 diethyl difluoromethylphosphonate lithium salt 
• 201230-82-2 carbon monoxide 
• 65094-22-6 diethyl (bromodifluoromethyl)phosphonate 
• 98-80-6 phenylboronic acid 
• 3453-00-7 diethyl benzoylmethylphosphonate 
• 93-58-3 benzoic acid methyl ester 
• 98-88-4 benzoyl chloride 
• 83567-77-5 diethyl (1,1-difluoro-2-hydroxy-2-phenylethyl)phosphonate 

Downstream Products

• 83567-77-5 diethyl (1,1-difluoro-2-hydroxy-2-phenylethyl)phosphonate 

Relevant academic research and scientific papers

A reproducible and high-yielding cerium-mediated route to α,α-difluoro-β-ketophosphonates

The addition of diethyldifluoromethylphosphonate to LDA containing cerium(III) chloride in THF generates an organometallic nucleophile that reacts efficiently with esters and DMF (1,2-addition) affording moderate to good yields of adducts, and extending considerably the range of compounds available containing the difluoromethylenephosphonate group.

Carbonylation of Difluoroalkyl Bromides Catalyzed by Palladium

Although important progress has been made in the fluoroalkylation reactions, the transition-metal-catalyzed carbonylative fluoroalkylation reaction remains challenging so far. Herein, we report the first example of a Pd-catalyzed carbonylation of difluoroalkyl bromides with (hetero)arylboronic acids under one atmosphere pressure of CO. The reaction can also be extended to the aryl potassium trifluoroborate salts. The advantages of this protocol are synthetic simplicity, broad substrate scope, and excellent functional group compatibility. The resulting difluoroalkyl ketones can serve as versatile building blocks for the synthesis of various useful fluorinated compounds.

Synthesis and spectral properties of fluorinated α,β-epoxyphosphonates

The methods of synthesis of two type of monofluorinated α,β-epoxyphosphonates, fosfomycin analogues, with the vicinal and geminal arrangement of fluorine and phosphorus atoms have been developed. The electrophilic monofluorination of enamine or β-enaminop

Mono and difluorination of centers α to sulfonates and phosphonates using AcOF

Acetyl hypofluorite, made easily from diluted fluorine and AcONa is very efficient in fluorinating anionic centers. Compounds containing the moieties CH2SO2 or COCH2PO react with bases to create the corresponding anions wh

Selective synthesis of α-fluoro-β-keto-and α-fluoro- β-aminophosphonates via electrophilic fluorination by selectfluor

A series of α-mono-and α,α-difluoro-β- ketophosphonates were synthesized in moderate to good yields with excellent selectivities via electrophilic fluorination by Selectfluor. Subsequently, synthetic potential of the obtained α-monofluoro-β-ketophosphonates was demonstrated by their application in synthesis of α-monofluoro-β- aminophosphonates, useful building blocks in the preparation of phosphapeptides.

α,α-Difluoro-β-ketophosphonates as potent inhibitors of protein tyrosine phosphatase 1B

A novel series of inhibitors that contain an aryl α,α-difluoro- β-ketophosphonate group has been synthesized and evaluated against protein tyrosine phosphatase 1B. These compounds exhibit strong inhibitory activity, the best of which has a Ki value of 0.17μM. These results demonstrate that aryl α,α-difluoro-β-ketophosphonates are powerful phosphotyrosine mimetics for the development of potent PTP inhibitors.

Facile Syntheses of α,α-Difluoro-β-ketophosphonates

The cerium-mediated reaction between lithio (diethyldifluoromethyl)-phosphonate 2 proceeds smoothly to afford good yields of ketophosphonates; the reaction with DMF led to the formation of the corresponding aldehyde which was isolated as a hydrate with interesting and useful properties.

(DIETHYLPHOSPHINYL)DIFLUOROMETHYLLITHIUM. -PREPARATION AND SYNTHETIC APPLICATION-

The action of lithium diisopropylamide on diethyl difluoromethylphosphonate gives the title reagent which reacts with various electrophiles to introduce difluoromethylene or difluoromethyl unit.