Microflow Fluorinations of Benzynes: Efficient Synthesis of Fluoroaromatic Compounds

Abstract

Fluorinated aromatic compounds are found in a variety of biologically active compounds, including clinical drugs and agrochemicals. Therefore, the synthesis of aryl fluorides is particularly important in the medicinal and process chemistry fields. In this paper, we report a method for the synthesis of aryl fluorides by benzyne fluorination under microflow conditions using the efficient Comet X-01 micromixer. In comparison to our previously reported method under ordinary batch conditions, this approach facilitates a significant reduction in reaction times, to ca. 10 s, as well as increases in the yields of fluoroarenes (by up to 51%).

o-Silylaryl Triflates: A Journey of Kobayashi Aryne Precursors

“…It was also found that fluorination with 3-silylbenzyne preferred a meta -selectivity, suggesting that solvation with fluoride ion might make it a bulkier nucleophile. Subsequently, they further enhanced the reaction efficiency by employing the microflow technique and reached higher yields than those under batch conditions . They reasoned that the highly efficient mixing under microflow conditions allows both quick fluoride addition and immediate protonation, hence, resulting in high reaction yields.…”

“…Subsequently, they further enhanced the reaction efficiency by employing the microflow technique and reached higher yields than those under batch conditions. 435 They reasoned that the highly efficient mixing under microflow conditions allows both quick fluoride addition and immediate protonation, hence, resulting in high reaction yields.…”