1027345-08-9 | 4-Fluoro-3-((trifluoromethyl)sulfonyl)benzenesulfonamide

CAS:1027345-08-9 | 4-Fluoro-3-((trifluoromethyl)sulfonyl)benzenesulfonamide ,Description

4-Fluoro-3-((trifluoromethyl)sulfonyl)benzenesulfonamide, or 4F-TFBSA, is a highly fluorinated sulfonamide compound that has been used in a variety of scientific research applications. It is a versatile molecule that can be used as a reactant, catalyst, or inhibitor in various organic and inorganic reactions. 4F-TFBSA has a wide range of applications due to its unique properties, such as its high solubility in organic solvents, low volatility, and high thermal stability. In addition, 4F-TFBSA has been found to be a potent inhibitor of enzymes and other proteins. 
 

Scientific Research Applications

Historical Development of N-F Fluorinating Agents

The historical development of N-F fluorinating agents highlights the significance of fluorinated organic compounds in various research areas. Among the diverse N-F compounds, N-fluoro-N-alkylarenesulfonamides, including 4-Fluoro-3-((trifluoromethyl)sulfonyl)benzenesulfonamide, have been recognized for their ease of handling and applicability. These compounds have been pivotal in the field of fluorination, contributing to the synthesis and reactions of various reagents, thereby playing a crucial role in the advancement of fluorine chemistry (Umemoto, Yang, & Hammond, 2021).

Synthesis and Application in Drug Development

4-Fluoro-3-((trifluoromethyl)sulfonyl)benzenesulfonamide has been utilized in the efficient synthesis of ABT-263, a novel inhibitor of antiapoptotic Bcl-2 proteins. The synthesis process involved key intermediates and nucleophilic fluorination, demonstrating the compound's relevance in the development of promising anticancer drug candidates (Wang et al., 2008).

Electrostatic Activation of SNAr-Reactivity

The compound's ability to undergo electrostatic activation of SNAr reactivity by sulfonylonio substituents has been documented. This feature allows for the execution of SNAr reactions under mild conditions, showcasing its versatility and potential in the synthesis of pharmaceutically interesting substances (Weiss & Pühlhofer, 2001) .

Crystal Structure and DFT Study

A study on the synthesis, characterization, crystal structure, and DFT (Density Functional Theory) analysis of compounds related to 4-Fluoro-3-((trifluoromethyl)sulfonyl)benzenesulfonamide highlighted its significance in understanding the molecular structure, electrostatic potential, and frontier molecular orbital, offering insights into the physicochemical properties of the molecule (Deng, Liao, Tan, & Liu, 2021).

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