878376-35-3 | Pyridine-2-sulfonyl fluoride

CAS:878376-35-3 | Pyridine-2-sulfonyl fluoride ,Description

Pyridine-2-sulfonyl fluoride (PSF) is a heterocyclic compound with a molecular formula of C5H5NS2F. It is a colorless, hygroscopic solid that is soluble in water and organic solvents. Pyridine-2-sulfonyl fluoride is an important reagent used in organic synthesis, especially in the synthesis of organofluorine compounds. It is used in a variety of applications, including the synthesis of pharmaceuticals, agrochemicals, and other organic compounds.
 

Scientific Research Applications

Heterocyclic Sulfonyl Fluorides Synthesis

Pyridine-2-sulfonyl fluoride is involved in the synthesis of heterocyclic sulfonyl chlorides, sulfonyl fluorides, and sulfonamides. A sulfur-functionalized aminoacrolein derivative aids in the efficient synthesis of these compounds, including pyridines. This process is critical in parallel medicinal chemistry, demonstrating its utility in developing various medicinally important compounds (Tucker, Chenard, & Young, 2015).

Fluorine Labeling in Pharmaceuticals

Pyridine-2-sulfonyl fluoride plays a role in the nucleophilic incorporation of fluorine into biomarkers for PET chemistry. This process involves the preparation of bifunctional arylsulfonyl fluorides, with pyridine used to facilitate radiotracer purification, indicating its significance in radiopharmaceutical development (Inkster et al., 2012).

Mild Fluorination Method

A method for the site-selective fluorination of a single carbon-hydrogen bond in pyridines using commercially available silver(II) fluoride has been developed. This process is conducted at ambient temperature within 1 hour, demonstrating a safe and broadly applicable method for producing fluorinated derivatives of pyridines, including those with medicinal importance (Fier & Hartwig, 2013).

Chemosensor for Fluoride Ions

Pyridine-2-sulfonyl fluoride has been used in developing a chemosensor for detecting fluoride ions. The binding of anionic guest species with this ligand is studied using various spectroscopic techniques, highlighting its potential as a chemical shift and optical modification-based sensor for fluoride ions detection (Chetia & Iyer, 2008).

Fluorinated Polyamides

Pyridine-2-sulfonyl fluoride is utilized in the synthesis of novel soluble fluorinated polyamides containing pyridine and sulfone moieties. These polymers display unique properties like high thermal stability and low dielectric constants, making them suitable for various industrial applications (Liu et al., 2013).

Radical Precursors in Pyridine Derivatives Synthesis

Pyridine-2-sulfonyl fluoride is used in the preparation of pyridine derivatives, where alkyl sulfoxides, N-methoxy pyridinium salts, and fluoride anions form complexes, leading to various pyridine derivatives under specific conditions. This shows its role in enhancing the synthetic versatility of sulfoxides as radical precursors (Xie et al., 2022).

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