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A novel four-component reaction for the synthesis of disubstituted 1,3,4-oxadiazole derivatives

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Abstract

The 1:1 imine intermediate generated by the addition of benzyl amine to cyclobutanone is trapped by (N-isocyanimino)triphenylphosphorane in the presence of an aromatic carboxylic acid leads to the formation of the corresponding iminophosphorane intermediate. 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. The disubstituted 1,3,4-oxadiazole derivatives, were produced in excellent yields.

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Authors and Affiliations

  1. Chemistry Department, Zanjan University, PO Box 45195-313, Zanjan, Iran

    Ali Ramazani, Nahid Shajari, Amir Mahyari & Yavar Ahmadi

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  1. Ali Ramazani
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  2. Nahid Shajari
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  3. Amir Mahyari
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  4. Yavar Ahmadi
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Correspondence to Ali Ramazani.

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Ramazani, A., Shajari, N., Mahyari, A. et al. A novel four-component reaction for the synthesis of disubstituted 1,3,4-oxadiazole derivatives. Mol Divers 15, 521–527 (2011). https://doi.org/10.1007/s11030-010-9275-0

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  • DOI: https://doi.org/10.1007/s11030-010-9275-0

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