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Kalantari, Fatemeh, Ramazani, Ali, Zeinali Nasrabadi, Fatemeh. (1395). 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. فصلنامه علمی زیست فناوری گیاهان زراعی, 4(Issue 2, pp. 133-235, Serial No. 11), 155-164.
Fatemeh Kalantari; Ali Ramazani; Fatemeh Zeinali Nasrabadi. "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". فصلنامه علمی زیست فناوری گیاهان زراعی, 4, Issue 2, pp. 133-235, Serial No. 11, 1395, 155-164.
Kalantari, Fatemeh, Ramazani, Ali, Zeinali Nasrabadi, Fatemeh. (1395). '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', فصلنامه علمی زیست فناوری گیاهان زراعی, 4(Issue 2, pp. 133-235, Serial No. 11), pp. 155-164.
Kalantari, Fatemeh, Ramazani, Ali, Zeinali Nasrabadi, Fatemeh. 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. فصلنامه علمی زیست فناوری گیاهان زراعی, 1395; 4(Issue 2, pp. 133-235, Serial No. 11): 155-164.

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

Iranian chemical communication
مقاله 4، دوره 4، Issue 2, pp. 133-235, Serial No. 11، تیر 2016، صفحه 155-164    اصل مقاله (130.29 K)
نوع مقاله: Original Research Article
نویسندگان
Fatemeh Kalantari1؛ Ali Ramazani* 1؛ Fatemeh Zeinali Nasrabadi2
1Department of Chemistry, University of Zanjan, P O Box 45195-313, Zanjan, Iran
2Department of Chemistry, Payame Noor University, P.O. Box 19395-3697, Tehran, Iran
چکیده
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.
کلیدواژه‌ها
N-isocyaniminotriphenylphosphorane؛ cinnamaldehyde؛ carboxylic acids؛ oxadiazole؛ aza-Wittig reaction
مراجع
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