Umemoto, Teruo’s team published research in Journal of Organic Chemistry in 54 | 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 C27H39ClN2, Safety of 1-Fluoropyridiniumtriflate.

Umemoto, Teruo published the artcilePreparation of 2-fluoropyridines via base-induced decomposition of N-fluoropyridinium salts, Safety of 1-Fluoropyridiniumtriflate, the publication is Journal of Organic Chemistry (1989), 54(7), 1726-31, database is CAplus.

N-Fluoropyridinium salts with either BF4, SbF6, or PF6 as the counterion were treated with excess base, such as Et3N, at room temperature to give 2-fluoropyridines in good yield. This method was successfully applied to the preparation of 2-fluoropyridine derivatives possessing electron-donating or withdrawing substituents from the substituted N-fluoropyridinium tetrafluoroborates. Pyridine-F2 compounds produced through reactions of pyridines with mol. F (caution, toxic) were also treated with a base to give 2-fluoropyridines but in low yields. These reactions are considered to occur through a carbene mechanism as follows: a novel N-F-containing cyclic carbene generated from the N-fluoropyridinium salts by 2-proton abstraction, reacts with F atoms from the counterions, followed by elimination of F from the N-F moiety to yield 2-fluoropyridines. Previously reported findings in reactions of pyridines with mol. F are explained on the basis of this mechanism.

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 C27H39ClN2, Safety of 1-Fluoropyridiniumtriflate.

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