94815-14-2Relevant academic research and scientific papers
Synthese von 4-Benzylthio- und 4-(Arylthio)-1,3-oxazol-5(2H)-onen
Wipf, Peter,Prewo, Roland,Bieri, Jost H.,Heimgartner, Heinz,Nastopoulos, Vassilios,Germain, Gabriel
, p. 1380 - 1388 (2007/10/02)
Following a known procedure, 4-(benzylthio)-1,3-oxazol-5(2H)-one (4a) was synthesized starting from sodium cyanodithioformate (1) and cyclohexanone (Scheme 1).The structure of the intermediate 4-(benzylthio)-1,3-thiazol-5(2H)-one (3a) was established by X-ray crystallography.An alternative route was developed for the synthesis of 4-(arylthio)-1,3-oxazol-5(2H)-ones which are not accessible by the former reaction.Treatment of ethy cyanoformate (5) with a thiophenol in the presence of catalytic amounts of Et2NH and TiCl4, followed by addition of a ketone anf BF3*Et2O in a one-pot-reaction, gave 4f-i in low-toair yields (Scheme 3).Both synthetic pathways - complementary as for benzyl-S aryl-S derivatives seem to be limited with respect to variation of substituents of the ketone.
SYNTHESE VON 4-ARYLTHIO-3-OXAZOLIN-5-ONEN
Wipf, Peter,Heimgartner, Heinz
, p. 5127 - 5128 (2007/10/02)
4-Arylthio-3-oxazolin-5-ones have been synthesized in a 'one pot reaction' from ethyl cyanoformate, thiophenols and ketones in the presence of diethylamine and titanium tetrachloride.
