G. Uhlig et Wd. Rudorf, THIOCARBAMOYLATION OF CH-ACIDIC ARYLSULFI NYL AND ARYLTHIO COMPOUNDS, Journal fur praktische Chemie, Chemiker-Zeitung, 337(1), 1995, pp. 29-33
Reaction of arylsulfinyl and arylthio acetonitriles (1) with phenyl is
othiocyanate in the presence of sodium hydride and subsequent alkylati
on lead to the ketene S,N-acetals (3a-h). Using methyl bromoacetate as
alkylating agent thiazolidones (4a-c) are formed whereas phenacylbrom
ide gives the 4-hydroxythiazolidines (5a-f). In an analogous way arylt
hio and arylsulfinyl acetophenones (6) react with phenyl isothiocyanat
e yielding S,N-acetals (7a-e).