443776-94-1

Usage

Uses

Used in Pharmaceutical Industry:
2-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the creation of new molecules with potential therapeutic applications, contributing to the development of novel drugs.
Used in Materials Chemistry:
In materials chemistry, 2-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde is used as a building block for the synthesis of advanced materials with specific properties. The incorporation of fluorine and the dioxaborolane group can lead to materials with improved characteristics, such as enhanced stability, reactivity, or selectivity, which are valuable in various applications.
Used in Organic Synthesis:
2-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde is used as a reactant in various organic synthesis reactions. Its benzaldehyde ring and dioxaborolane group facilitate coupling reactions, such as the Suzuki-Miyaura cross-coupling, enabling the formation of complex molecular structures with potential applications in a wide range of industries.

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 374538-01-9 (4-fluoro-3-formylphenyl)boronic acid 
• 93777-26-5 5-bromo-2-fluorobenzaldehyde 
• 73183-34-3 bis(pinacol)diborane 
• 1001200-45-8 3-dibromomethyl-4-fluorobenzeneboronic acid pinacol ester 

Downstream Products

• 364354-24-5 2-phenoxy-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzaldehyde 
• 1544673-57-5 2-[2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]isoindoline-1,3-dione 
• 1544673-73-5 1-[2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine 
• 1352733-99-3 [2-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanol 
• 19434-34-5 2-(phenoxy)benzaldehyde 

Relevant academic research and scientific papers

Synthesis of boron-containing primary amines

In this study, boron-containing primary amines were synthesized for use as building blocks in the study of peptoids. In the first step, Gabriel synthesis conditions were modified to enable the construction of seven different aminomethylphenyl boronate esters in good to excellent yields. These compounds were further utilized to build peptoid analogs via an Ugi four-component reaction (Ugi-4CR) under microwave irradiation. The prepared Ugi-4CR boronate esters were then successfully converted to the corresponding boronic acids. Finally, the peptoid structures were successfully modified by cross-coupling to aryl/heteroaryl chlorides via a palladium-mediated Suzuki coupling reaction to yield the corresponding derivatives in moderate to good yields.

A versatile method for the hydrolysis of gem-dibromomethylarenes bearing carboxylate or boronate group into aldehydes

Hydrolysis of gem-dibromomethylarenes bearing carboxylate or boronate group to corresponding aldehydes without affecting the ester group was successfully accomplished in high yields by subjecting them to refluxing pyridine. Both aromatic and heteroaromatic substrates gave the corresponding aldehydes in good yields. This method was efficiently adapted for the large scale synthesis of 2d and 2f.

8-PYRAZINYL-S-SPIROPYRIMIDINETRIONE-OXAZINOQUINOLINE DERIVATIVES AS ANTIBACTERIAL AGENTS

Described herein are antibacterial compounds, methods for making the compounds, pharmaceutical compositions containing the compounds and methods of treating bacterial infections utilizing the compounds and pharmaceutical composition.

Microwave-assisted preparation of fused bicyclic heteroaryl boronates: Application in one-pot suzuki couplings

The rapid and efficient synthesis of various disubstituted 5,6-fused heterocycles using a microwave-assisted one-pot cyclization-Suzuki coupling approach is described. This work highlights the tolerance of the boronic ester functional group to a variety o

Synthesis of para-substituted 3-formyl arylboronic esters

The synthesis of novel para-substituted amino- and phenoxy-3-formylarylboronic acids is described. These compounds are formed by the hitherto unreported nucleophilic aromatic substitution of fluorine with a range of phenols and amines in the presence of a boronic acid moiety. These reactions proceed in moderate to good yields (37-92%) and provide a useful regioselective synthetic route to trisubstituted arylboronates. These compounds are important both as intermediates in organic synthesis and as end products in their own right.