Authors: ALI RAMAZANI, ZAHRA KARIMI, ALI SOULDOZI, YAVAR AHMADI
Abstract: The 1:1 iminium intermediate generated by the addition of a secondary amine to aromatic bis-aldehydes (isophthalaldehyde and terphthalaldehyde) is trapped by the N-isocyaniminotriphenylphosphorane in the presence of a aromatic carboxylic acid derivative, which leads to the formation of corresponding iminophosphorane intermediate. Then disubstituted 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediates. The reactions were completed in neutral conditions at room temperature and the corresponding disubstituted 1,3,4-oxadiazole derivatives were produced in excellent yields.
Keywords: N-isocyaniminotriphenylphosphorane, aromatic carboxylic acid, aromatic bis-aldehydes, 1,3,4-oxadiazole, aza-Wittig reaction, secondary amine
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