878376-35-3 Usage
Description
PYRIDINE-2-SULFONYL FLUORIDE is a novel thermally stable deoxyfluorination reagent with a broad substrate scope of alcohols. It is also known as 2-pyridinesulfonyl fluoride and is used for the deoxyfluorination of primary and secondary alcohols in combination with an amidine or guanidine base.
Uses
Used in Chemical Synthesis:
PYRIDINE-2-SULFONYL FLUORIDE is used as a deoxyfluorination reagent for the conversion of primary and secondary alcohols into their corresponding fluorinated products. It offers a more efficient and selective method compared to other common deoxyfluorination reagents, such as DAST, which can exhibit more elimination side products on certain substrates.
Used in Pharmaceutical Industry:
PYRIDINE-2-SULFONYL FLUORIDE is used as a key intermediate in the synthesis of various pharmaceutical compounds, particularly those containing fluorinated moieties. Its broad substrate scope and thermal stability make it a valuable tool in the development of new drugs and drug candidates.
Used in Material Science:
PYRIDINE-2-SULFONYL FLUORIDE is used in the synthesis of fluorinated materials, which have unique properties such as increased hydrophobicity, chemical stability, and thermal resistance. These materials have potential applications in various industries, including coatings, textiles, and electronics.
Used in Environmental Applications:
PYRIDINE-2-SULFONYL FLUORIDE can be used in the development of environmentally friendly deoxyfluorination processes, which can help reduce the environmental impact of chemical synthesis and manufacturing. Its thermal stability and broad substrate scope make it a promising candidate for green chemistry applications.
Check Digit Verification of cas no
The CAS Registry Mumber 878376-35-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,7,8,3,7 and 6 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 878376-35:
(8*8)+(7*7)+(6*8)+(5*3)+(4*7)+(3*6)+(2*3)+(1*5)=233
233 % 10 = 3
So 878376-35-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H4FNO2S/c6-10(8,9)5-3-1-2-4-7-5/h1-4H
878376-35-3Relevant articles and documents
A Unified Strategy for Arylsulfur(VI) Fluorides from Aryl Halides: Access to Ar-SOF3 Compounds
Cornella, Josep,Wang, Lin
supporting information, p. 23510 - 23515 (2020/10/29)
A convenient protocol to selectively access various arylsulfur(VI) fluorides from commercially available aryl halides in a divergent fashion is presented. Firstly, a novel sulfenylation reaction with the electrophilic N-(chlorothio)phthalimide (Cl-S-Phth) and arylzinc reagents afforded the corresponding Ar-S-Phth compounds. Subsequently, the S(II) atom was selectively oxidized to distinct fluorinated sulfur(VI) compounds under mild conditions. Slight modifications on the oxidation protocol permit the chemoselective installation of 1, 3, or 4 fluorine atoms at the S(VI) center, affording the corresponding Ar-SO2F, Ar-SOF3, and Ar-SF4Cl. Of notice, this strategy enables the effective introduction of the rare and underexplored -SOF3 moiety into various (hetero)aryl groups. Reactivity studies demonstrate that such elusive Ar-SOF3 can be utilized as a linchpin for the synthesis of highly coveted aryl sulfonimidoyl fluorides (Ar-SO(NR)F).
PyFluor: A low-cost, stable, and selective deoxyfluorination reagent
Nielsen, Matthew K.,Ugaz, Christian R.,Li, Wenping,Doyle, Abigail G.
supporting information, p. 9571 - 9574 (2015/08/18)
We report an inexpensive, thermally stable deoxyfluorination reagent that fluorinates a broad range of alcohols without substantial formation of elimination side products. This combination of selectivity, safety, and economic viability enables deoxyfluorination on preparatory scale. We employ the [18F]-labeled reagent in the first example of a no-carrier-added deoxy-radiofluorination.