Solvent-Free Fluorination of Electron-Rich Aromatic Compounds with F-TEDA-BF4: Toward “Dry” Processes

Pavel A. Zaikin, Ok Ton Dyan, Darya V. Evtushok, Andrey N. Usoltsev, Gennady I. Borodkin, Elena V. Karpova, Vyacheslav G. Shubin

Результат исследования: Научные публикации в периодических изданияхстатья

6 Цитирования (Scopus)

Аннотация

An effective protocol for the solvent-free fluorination of electron-rich aromatic compounds with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4) is described. The protocol allows the easy and efficient isolation of fluorinated products in high yields and purities with low E factors (kgwaste kgproduct –1) by vacuum-sublimation without the use of any solvent. The solid-state fluorination of naphthalen-2-ol was studied by differential thermal analysis, and scanning electron microscopy was used to obtain evidence for the solid-state process. The crucial influence of alkali-metal carbonates on the rate of the solvent-free fluorination of hydroxynaphthalenes and estrone was demonstrated.

Язык оригиналаанглийский
Страницы (с-по)2469-2474
Число страниц6
ЖурналEuropean Journal of Organic Chemistry
Том2017
Номер выпуска17
DOI
СостояниеОпубликовано - 3 мая 2017

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