Microwave fluorination: a novel, rapid approach to fluorination with Selectfluor

• Published in: Journal of fluorine chemistry Vol. 125; no. 12; pp. 1873 - 1877
• Main Authors: Bluck, Gavin W., Carter, Neil B., Smith, Stephen C., Turnbull, Michael D.
• Format: Journal Article
• Language: English
• Published: LAUSANNE Elsevier B.V 01.12.2004; Elsevier
• Subjects: Accufluor; Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Electrophilic fluorination; Fluorination reagents; Microwave heating; Physical Sciences; Science & Technology; Selectfluor; Fluorination reagents; Accufluor; Microwave heating; Electrophilic fluorination; Selectfluor; selectfluor; microwave heating; fluorination reagents; BIS(TETRAFLUOROBORATE); electrophilic fluorination; CHEMISTRY; AGENTS; accufluor; REAGENT F-TEDA-BF4; SALTS
• ISSN: 0022-1139; 1873-3328
• DOI: 10.1016/j.jfluchem.2004.06.015

Fluorination of electron rich aromatic systems with electrophilic fluorination reagents such as Selectfluor ® and Accufluor ® is a well-established process. Herein we report results from investigations into the use of such procedures to perform rapid, small-scale fluorinations under microwave irradiation. We have investigated the transformation with a range of different substrates and discuss the effects of two key factors, namely reaction time and choice of fluorination reagent. The use of Selectfluor ® in acetonitrile at 150 °C with microwave heating for 10 min affords products in comparable yields to those obtained by prolonged heating in acetonitrile at its reflux temperature. Microwave fluorination: a novel, rapid approach to fluorination with Selectfluor ® ▪.