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804401

Sigma-Aldrich

PyFluor

Synonym(e):

2-Pyridinesulfonyl Fluoride

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About This Item

Empirische Formel (Hill-System):
C5H4FNO2S
CAS-Nummer:
878376-35-3
Molekulargewicht:
161.15
MDL-Nummer:
MFCD09265513
UNSPSC-Code:
12352101
PubChem Substanz-ID:
329768867
NACRES:
NA.22

Assay

95% (HPLC)

Qualitätsniveau

100

Form

solid

mp (Schmelzpunkt)

29-34 °C

Lagertemp.

2-8°C

SMILES String

O=S(C1=CC=CC=N1)(F)=O

InChI

1S/C5H4FNO2S/c6-10(8,9)5-3-1-2-4-7-5/h1-4H

InChIKey

FCFXLXGZHDHJLB-UHFFFAOYSA-N

Anwendung

2-pyridinesulfonyl fluoride can be used for the deoxyfluorination of primary and secondary alcohols in combination with an amidine or guanidine base. In comparison with other common deoxyfluorination reagents, for example, DAST exhibits less elimination side products in direct comparison on certain substrates.

Rechtliche Hinweise

PyFluor: A Low-Cost, Stable, and Selective Deoxyfluorination Reagent

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H314

Gefahreneinstufungen

Eye Dam. 1 - Skin Corr. 1B

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Artikel

Deoxyfluorination with 2-Pyridinesulfonyl Fluoride (PyFluor)

The prevalence of organofluorine compounds in industry and drug design necessitates the ability to introduce C–F bonds to molecules.

Verwandter Inhalt

Doyle Group – Professor Product Portal

Research in the Doyle group focuses on two areas: nucleophilic fluorination and nickel catalysis. The Doyle group has developed several reagents that advance these research areas. In fluorination, 2-pyridinesulfonyl fluoride (PyFluor) can be used for the mild deoxyfluorination of primary and secondary alcohols, a procedure which is normally accomplished by the sensitive reagent DAST. In nickel catalysis, the Doyle group has developed a modular, air-stable nickel precatalyst, [(TMEDA)Ni(o-tolyl)Cl], which has broad utility for a wide variety of reactions. This precatalyst can be used in place of Ni(cod)2, NiCl2, as well as other reported precatalysts. Doyle has also reported electron-deficient olefin ligands as a new class of ligand for accelerated reductive elimination. In particular, the sultam-derived ligand Fro-DO has been found to be critical for high yields in the cross-coupling of tertiary aziridines to form quaternary centers.

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