134786-00-8Relevant articles and documents
Syntheses and thermal rearrangements of 2-phenyl-4-alkoxycarbonyl-1,3,4-oxadiazol-5(4H)-ones and related sulfur compounds
Golfier, M.,Guillerez, M. G.
, p. 71 - 80 (2007/10/02)
Syntheses of nine 2-phenyl-4-alkoxycarbonyl-1,3,4-oxadiazol-5(4H)-ones are described.On heating about 200 deg C, these compounds decarboxylate and give 2-phenyl-4-alkyl-1,3,4-oxadiazol-5(4H)-ones.Although many analogies suggest that the rearrangement proceeds through the cyclisation of a 1,5-dipole, arising from the decarboxylation of the heterocycle, no direct evidence for such a mechanism was obtained.On the contrary, the synthesis and the thermal rearrangement of four related sulfur compounds show that such a postulated intermediate cannot explain all the experimental results.
