The reaction of N-isocyaniminotriphenylphosphorane (NICITPP) with some of cyclic ketones and a primary amine in the presence of 3-phenyl-2-propynoic acid |
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| Authors: | Azizeh Ahmadi Azra Bagherzadeh Yavar Ahmadi Hamideh Ahankar |
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| Affiliation: | 1. Department of Chemistry, University of Zanjan, Zanjan, Iran;2. North West Research Complex, Nuclear Science and Technology Research Institute, Bonab, Iran;3. Department of Chemistry, Abhar Branch, Islamic Azad University, Abhar, Iran |
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| Abstract: | The 1:1 imine intermediate generated by the addition of a primary amine to a cyclic ketone is trapped by N-isocyaniminotriphenylphosphorane in the presence of 3-phenyl-2-propynoic acid and the corresponding iminophosphorane intermediate was formed. Disubstituted 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediate. The reactions were completed in neutral conditions at room temperature (18–26°C). The disubstituted 1,3,4-oxadiazole derivatives were produced in excellent yields. |
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| Keywords: | N-isocyaniminotriphenylphos-phorane (NICITPP) aza-Wittig 3-phenyl-2-propynoic acid primary amine 1,3,4-oxadiazole cyclic ketone |
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