Boron trifluoride-promoted reaction of 4′-nitrobenzenesulphenanilide with alkynes. Formal addition of benzenesulphenyl fluoride to carbon–carbon triple bonds

Abstract

The BF₃-promoted reaction of 4′-nitrobenzenesulphenanilide with simple alkyl- and aryl-alkynes at 80 °C in the presence of tetrabutylammonium tetrafluoroborate provides a one-pot synthetic route to β-fluorovinyl sulphides via a formal regioselective and trans-stereospecific addition of benzenesulphenyl fluoride towards carbon–carbon triple bonds.