Phenylthio (and phenylseleno)fluorination of alkenes and alkynes using N-phenylthio (and phenylseleno)phthalimide combined with pyridine*9HF or Et3N*3HF complexes
N-Phenylthiophthalimide and N-phenylselenophthalimide combined with pyridine*9HF or Et3N*3HF complexes allow the formal addition of elements of PHSF or PhSeF across the carbon-carbon double or triple bond by a one-pot reaction.Pyridine*9HF, a strongly aci
Boron Trifluoride-promoted Reaction of 4'-Nitrobenzenesulphenanilide with Alkynes. Formal Addition of Benzenesulphenyl Fluoride to Carbon-Carbon Triple Bonds
The BF3-promoted reaction of 4'-nitrobenzenesulphenanilide with simple alkyl- and aryl-alkynes at 80 deg 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.
Benati, Luisa,Montevecchi, P. Carlo,Spagnolo, Piero
p. 1690 - 1695
(2007/10/02)
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