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Turkish journal of chemistry
Year: 2012  |  Volume: 36  |  Issue: 1  |  Page No.: 179 - 188

One-pot synthesis of fully substituted 1,3,4-oxadiazole derivatives from aromatic carboxylic acids, cyclobutanone and N-isocyaniminotriphenylphosphorane

Mohsen VALIZADEH HOLAGH, Abel Mohammadali oglu MAHARRAMOV, Mirza Aliakbar oglu ALLAHVERDIYEV, Ali RAMAZANI, Yavar AHMADI and Ali SOULDOZI    

Abstract: Reactions of N-isocyaniminotriphenylphosphorane with cyclobutanone in the presence of aromatic (or heteroaromatic) carboxylic acids proceeded smoothly at room temperature and in neutral conditions to afford sterically congested 1-(5-aryl-1,3,4-oxadiazol-2-yl)- 1-cyclobutanol derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were deduced from their IR, 1HNMR, and 13CNMR spectra, and mass spectrometry.

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