Iranian chemical communication 2423-4958 4 Issue 2, pp. 133-235, Serial No. 11 2016 04 01 One-pot, four-component synthesis of fully substituted 1,3,4-oxadiazole derivatives from N-isocyaniminotriphenylphosphorane (Ph3PNNC), a primary amine, a carboxylic acid and cinnamaldehyde 155 164 1894 EN Fatemeh Kalantari Department of Chemistry, University of Zanjan, P O Box 45195-313, Zanjan, Iran Ali Ramazani Department of Chemistry, University of Zanjan, P O Box 45195-313, Zanjan, Iran Fatemeh Zeinali Nasrabadi Department of Chemistry, Payame Noor University, P.O. Box 19395-3697, Tehran, Iran Journal Article 2015 04 23 The imine intermediate generated by the addition of primary amine to the cinnamaldehyde is trapped by the N-isocyaniminotriphenylphosphorane (Ph3PNNC) and a carboxylic acid, and leads to the formation of the corresponding iminophosphorane intermediate. The 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediate. The reactions were completed under neutral conditions at room temperature. The fully substituted 1,3,4-oxadiazole derivatives were produced in high yields. The method offers a mild, simple, and efficient route for the preparation of fully substituted 1,3,4-oxadiazols. The structures of the products were deduced from their IR, 1H NMR, 13C NMR spectra, and mass spectrometry. https://icc.journals.pnu.ac.ir/article_1894_daf32f204423645a2c5e64a6f3459be8.pdf