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Full-Text Articles in Physical Sciences and Mathematics
Four-Component Synthesis Of 1,3,4-Oxadiazole Derivatives From N-Isocyaniminotriphenylphosphorane, Aromatic Carboxylic Acids, Aromatic Bis-Aldehydes, And Secondary Amines, Ali Ramazani, Zahra Karimi, Ali Souldozi, Yavar Ahmadi
Four-Component Synthesis Of 1,3,4-Oxadiazole Derivatives From N-Isocyaniminotriphenylphosphorane, Aromatic Carboxylic Acids, Aromatic Bis-Aldehydes, And Secondary Amines, Ali Ramazani, Zahra Karimi, Ali Souldozi, Yavar Ahmadi
Turkish Journal of Chemistry
The 1:1 iminium intermediate generated by the addition of a secondary amine to aromatic bis-aldehydes (isophthalaldehyde and terphthalaldehyde) is trapped by the N-isocyaniminotriphenylphosphorane in the presence of a aromatic carboxylic acid derivative, which leads to the formation of corresponding iminophosphorane intermediate. Then disubstituted 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediates. The reactions were completed in neutral conditions at room temperature and the corresponding disubstituted 1,3,4-oxadiazole derivatives were produced in excellent yields.
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 Maharramv, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Ali Souldozi
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 Maharramv, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Ali Souldozi
Turkish Journal of Chemistry
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 ^{13}CNMR spectra, and mass spectrometry.