Propylene oxide assisted one-pot, tandem synthesis of substituted-1,3,4-oxadiazole-2(3H)-ones in water

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-compo...

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Veröffentlicht in:Tetrahedron 2012-09, Vol.68 (38), p.7978-7983
Hauptverfasser: Yan, Xu, Zhou, Shuo, Wang, Yuanqiang, Ge, Zemei, Cheng, Tieming, Li, Runtao
Format: Artikel
Sprache:eng
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Zusammenfassung: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. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2012.07.004