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Communication | Regular issue | Vol 75, No. 6, 2008, pp.1321-1328
Published online, 22nd February, 2008
DOI: 10.3987/COM-08-11340
A Convenient Synthesis of 5-Amino-Substituted 1,2,4-Oxadiazole Derivatives via Reactions of Amidoximes with Carbodiimides

Maria Ispikoudi, Konstantinos E. Litinas, and Konstantina C. Fylaktakidou*

*Molecular Biology and Genetics Department, Democritus University of Thrace, 68100 Alexandroupolis, Greece


5-Amino substituted 1,2,4-oxadiazole derivatives were easily prepared, in one step and in high yields, via reactions of a variety of aryl, benzyl, cycloalkyl and alkyl amidoximes with commercially available carbodiimides. Alkyl carbodiimides reacted with amidoximes in toluene to give 5-alkylamino-1,2,4-oxadiazoles, whereas aromatic carbodiimide reacted in DMF to give initially the intermediate O-amidoxime adducts, which were further cyclized to the corresponding 5-arylamino-1,2,4-oxadiazoles.