55084-88-3Relevant academic research and scientific papers
Mitsunobu N3-alkylation of 1,3,4-oxadiazol-2(3H)-ones
Lochead,Galli,Jegham,Nedelec,George
, p. 799 - 802 (1999)
The Mitsunobu reaction of 1,3,4-oxadiazol-2(3H)-ones with alcohols leads to N3-alkylated products in high yields.
Propylene oxide assisted one-pot, tandem synthesis of substituted-1,3,4- oxadiazole-2(3H)-ones in water
Yan, Xu,Zhou, Shuo,Wang, Yuanqiang,Ge, Zemei,Cheng, Tieming,Li, Runtao
experimental part, p. 7978 - 7983 (2012/09/21)
It has been developed for the synthesis of substituted-1,3,4-oxadiazole- 2(3H)-one derivatives via a novel one-pot, tandem procedure assisted by propylene oxide. The 5-substitued-1,3,4-oxadiazole-2(3H)-ones and 3,5-disubstitued-1,3,4-oxadiazole-2(3H)-ones were, respectively, obtained from three-component reaction of acylhydrazines, carbon disulfide, and propylene oxide, and four-component reaction of acylhydarazines, carbon disulfide, propylene oxide, and organic halides. The reactions were carried out using water as solvent in the presence of potassium phosphate to afford the expected products in good to excellent yields.
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.
