871126-15-7

Usage

Uses

Used in Chemical Synthesis:
3-FLUORO-2-FORMYLPHENYLBORONIC ACID is used as a synthetic intermediate for the preparation of various organic compounds, particularly those containing the phenylboron framework. Its ability to undergo tautomeric rearrangement in solution may provide unique opportunities for the development of novel synthetic routes and methodologies.
Used in Pharmaceutical Industry:
3-FLUORO-2-FORMYLPHENYLBORONIC ACID is used as a building block in the design and synthesis of pharmaceutical compounds, potentially offering new avenues for drug discovery and development. Its unique structural features and reactivity may contribute to the creation of innovative therapeutic agents with improved efficacy and selectivity.
Used in Materials Science:
3-FLUORO-2-FORMYLPHENYLBORONIC ACID is used as a precursor for the development of new materials with unique properties, such as organic semiconductors, sensors, or catalysts. Its ability to undergo tautomeric rearrangement in solution may enable the design of materials with tunable electronic, optical, or catalytic properties.

Upstream product

• 959687-72-0 1-bromo-2-(dimethoxymethyl)-3-fluorobenzene 
• 121-43-7 Trimethyl borate 
• 1246633-35-1 2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 
• 448-53-3 tris(3-fluoro phenyl)boroxine 
• 7732-18-5 water 
• 109-94-4 formic acid ethyl ester 
• 68-12-2 N,N-dimethyl-formamide 
• 360575-28-6 2-bromo-6-fluorobenzaldehyde 
• 150-46-9 triethyl borate 

Relevant academic research and scientific papers

Discovery of 3-aryl substituted benzoxaboroles as broad-spectrum inhibitors of serine- and metallo-β-lactamases

The production of β-lactamases represents the main cause of resistance to clinically important β-lactam antibiotics. Boron containing compounds have been demonstrated as promising broad-spectrum β-lactamase inhibitors to combat β-lactam resistance. Here we report a series of 3-aryl substituted benzoxaborole derivatives, which manifested broad-spectrum inhibition to representative serine-β-lactamases (SBLs) and metallo-β-lactamases (MBLs). The most potent inhibitor 9f displayed an IC50 value of 86 nM to KPC-2 SBL and micromolar inhibitory activity towards other tested enzymes. Cell-based assays further revealed that 9f was able to significantly reduce the MICs of meropenem in clinically isolated KPC-2-producing bacterial strains and it showed no apparent toxicity in HEK293T cells.

A Three-Component Derivatization Protocol for Determining the Enantiopurity of Sulfinamides by 1H and 19F NMR Spectroscopy

A practically simple three-component chiral derivatization protocol has been developed to determine the enantiopurity of eight S-chiral sulfinamides by 1H and 19F NMR spectroscopic analysis, based on their treatment with a 2-formylphenylboronic acid template and enantiopure pinanediol to afford a mixture of diastereomeric sulfiniminoboronate esters whose diastereomeric ratio is an accurate reflection of the enantiopurity of the parent sulfinamide.

Method for preparing 3-fluorine-2-aldehyde phenylboronic acid

The invention discloses a method for preparing 3-fluorine-2-aldehyde phenylboronic acid. Starting from 3-fluorine phenylboronic acid, tripolymer is formed after heating reflux in methylbenzene or heptane and dehydration, then a lithium reagent is added to

Fluoro-substituted 2-formylphenylboronic acids: Structures, properties and tautomeric equilibria

Four isomeric fluoro-2-formylphenylboronic acids were synthesized and characterized by 1H, 13C, 19F and 17O NMR. Molecular and crystal structure of two compounds was determined by single crystal XRD method. pKa values of all the isomers have been determined by spectrophotometric method and compared with the results for the corresponding benzoxaboroles as well as fluoro- and formylphenylboronic acids. Tautomeric equilibrium with cyclic benzoxaborole form was investigated. The influence of position of fluorine substituents on the properties of investigated compounds is discussed.