Abstract
An efficient and convenient method for α-thiocyanation of ketones and β-dicarbonyl compounds has been developed using a reagent combination of bromodimethylsulfonium bromide (BDMS) and ammonium thiocyanate in acetonitrile. The developed method is mild and gave good yield of the products at room temperature.
Notes
a Reaction was performed on 5 mmol scale.
b 1a (1 equiv): BDMS–NH4SCN.
c Reaction carried out using a mixture of BDMS and NH4SCN.
d Addition sequence is acetophenone, BDMS, and NH4SCN.
e NH4SCN was added after complete consumption of 1a to form 2a.
f By gas chromatography.
a Isolated yield by column chromatography.
a Reactions were carried out on 5-mmol scale at rt using 1.5 equiv of BDMS and 3.0 equiv of NH4SCN in acetonitrile.
b Yield by column chromatographically isolated compounds.
c A mixture of decomposed product was obtained.