Umemoto, Teruo’s team published research in Journal of Organic Chemistry in 60 | CAS: 107263-95-6

Journal of Organic Chemistry published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C12H9NO, COA of Formula: C6H5F4NO3S.

Umemoto, Teruo published the artcileHighly Selective Fluorinating Agents: a Counteranion-Bound N-Fluoropyridinium Salt System, COA of Formula: C6H5F4NO3S, the publication is Journal of Organic Chemistry (1995), 60(20), 6563-70, database is CAplus.

A series of alkyl- or (trifluoromethyl)-substituted N-fluoropyridinium 2-sulfonates 2a-h, differing in fluorinating power, were synthesized, and assessment was made of the effectiveness of each selective fluorinating agent. N-Fluoropyridinium 3- and 4-sulfonates were also synthesized. Power-variables 2a-h were found to be highly selective fluorinating agents for a wide range of nucleophilic substrates such as activated aromatics, enol trialkylsilyl and alkyl ethers, active methylene compounds, activated olefins, and sulfides. This regioselectivity increased with the bulkiness of the silyl part, and with the most bulky triisopropylsilyl group exclusive 6-fluorination was achieved. Preferential β-stereoselective fluorination at the 6-position was observed N-Fluoropyridinium 2-sulfonates were activated with an acid. This acid-catalyzed fluorination led to the preferential p-fluorination of anisole. The present results can be explained based on the capacity of the 2-sulfonate anion to interact with the hydroxy group of phenol or naphthol, NH group of phenylurethane, silicon atoms of silyl ethers, or protons of acids.

Journal of Organic Chemistry published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C12H9NO, COA of Formula: C6H5F4NO3S.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem