• 1. Structure-based de novo design and identification of D816V mutant-selective c-KIT inhibitors
  Hwangseo Park,Soyoung Lee,Suhyun Lee,Sungwoo Hong Org. Biomol. Chem. 2014 12 4644

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Anisoles
• Other Chemical Reagents Derivatization Reagents
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

(3-Fluoro-4-methoxyphenyl)boronic Acid: A Comprehensive Overview

The compound (3-Fluoro-4-methoxyphenyl)boronic acid, identified by the CAS number 149507-26-6, is a significant molecule in the field of organic chemistry and materials science. This boronic acid derivative has garnered attention due to its unique structural properties and versatile applications in various research domains. The molecule consists of a phenyl ring substituted with a fluoro group at the 3-position and a methoxy group at the 4-position, with a boronic acid moiety attached. This combination of functional groups makes it an ideal candidate for exploring chemical reactivity, catalytic processes, and material synthesis.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of (3-Fluoro-4-methoxyphenyl)boronic acid. Researchers have employed various strategies, including Suzuki-Miyaura coupling reactions, to incorporate this boronic acid into larger molecular frameworks. The Suzuki reaction, a palladium-catalyzed cross-coupling process, has been particularly effective in forming biaryl structures, which are valuable in drug discovery and materials engineering. The presence of the fluoro and methoxy groups in this compound introduces electronic and steric effects that can modulate reactivity during these coupling reactions, making it a valuable tool for chemists.

In terms of applications, (3-Fluoro-4-methoxyphenyl)boronic acid has found utility in the development of advanced materials. For instance, it has been utilized as a building block for constructing two-dimensional covalent organic frameworks (COFs), which exhibit exceptional stability and functionality. These frameworks are being explored for their potential in gas storage, catalysis, and energy storage technologies. The ability of this boronic acid to participate in cross-coupling reactions has also made it a key component in the synthesis of small molecules with intricate architectures, which are critical for drug development.

Recent studies have highlighted the role of (3-Fluoro-4-methoxyphenyl)boronic acid in bioorganic chemistry. Its use as an intermediate in the synthesis of bioactive compounds has opened new avenues for exploring pharmacologically relevant molecules. For example, researchers have employed this compound to synthesize analogs of known pharmaceutical agents, enabling the investigation of structure-activity relationships (SARs). The fluoro group imparts lipophilicity, while the methoxy group contributes to hydrogen bonding capabilities, both of which are crucial for drug design.

The synthesis and characterization of (3-Fluoro-4-methoxyphenyl)boronic acid have been optimized using modern analytical techniques. High-resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) spectroscopy have been instrumental in confirming its molecular structure and purity. These analytical methods ensure that the compound meets rigorous quality standards required for both academic research and industrial applications.

In conclusion, (3-Fluoro-4-methoxyphenyl)boronic acid stands out as a versatile and valuable compound in contemporary chemical research. Its unique combination of functional groups, coupled with its ability to participate in diverse chemical reactions, positions it as an essential tool for advancing materials science, drug discovery, and catalytic processes. As research continues to uncover new applications for this compound, its significance in the scientific community is expected to grow further.

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