Publication: Synthese von 4-Benzylthio- und 4-(Arylthio)-1,3-oxazol-5(2H)-onen
Synthese von 4-Benzylthio- und 4-(Arylthio)-1,3-oxazol-5(2H)-onen
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Wipf, P., Prewo, R., Bieri Jost, H., Heimgartner, H., Nastopoulos, V., & Germain, G. (1987). Synthese von 4-Benzylthio- und 4-(Arylthio)-1,3-oxazol-5(2H)-onen. Helvetica Chimica Acta, 70, 1380–1388. https://doi.org/10.1002/hlca.19870700518
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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 intermediate4-(benzylthio)-1,3-thiazol-5(2H)-one (3a) was established by X-ray crystallography. An alternative route was developed for the synthesisof 4-(arylthio)-1,3-oxazol-5(2H)-ones which are not accessible by the former reaction. Treatment of ethyl cyanoformate (5) with a thiophenol in the presence of catalytic amounts of Et3NH andTiCI4, followed by ad
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Wipf, P., Prewo, R., Bieri Jost, H., Heimgartner, H., Nastopoulos, V., & Germain, G. (1987). Synthese von 4-Benzylthio- und 4-(Arylthio)-1,3-oxazol-5(2H)-onen. Helvetica Chimica Acta, 70, 1380–1388. https://doi.org/10.1002/hlca.19870700518