Microwave assisted fluorofunctionalization of phenyl substituted alkenes using selectfluor™

A rapid fluorofunctionalization of alkenes and diene using selectfluor™ has been uncovered. The olefins such as 1-phenyl ethene; 1,1-diphenylethene; (E)-1,2-diphenylethene; (E)-1,2-dinaphthylethene; 1,1,2-triphenylethene; 1,1,2,2-tetraphenylethene and 1,1,4-triphenyl-1,3-butadiene react with selectfluor™ (F-TEDA-BF4) in water and methanol to give α-fluorohydrins and α-fluoromethoxy compounds respectively under microwave radiations. The electrophilic addition of ‘FOH’ and ‘FOMe’ on the double bond occurs regioselectively with excellent yield.

A rapid fluorofunctionalization of phenyl substituted alkenes using selectfluor™ (F-TEDA-BF4) in water and methanol occurs to give α-fluorohydrins and α-fluoromethoxy compounds respectively under microwave radiations. The electrophilic addition of ‘FOH’ and ‘FOMe’ on the double bond takes place regioselectively with excellent yield.Figure optionsDownload as PowerPoint slideHighlights
► A rapid fluorofunctionalization of alkenes occurs using selectfluor™ and microwaves.
► Phenyl group plays a crucial role during the fluorofunctionalization of alkenes.
► Addition of ‘FOH’ and ‘FOMe’ takes place regioselectively on alkenes.