Turkish Journal of Chemistry
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 ^{13}CNMR spectra, and mass spectrometry.
DOI
10.3906/kim-1102-3
Keywords
N-isocyaniminotriphenylphosphorane, intramolecular aza-Wittig reaction, 1, 3, 4-oxadiazole, aromatic carboxylic acid, cyclobutanone
First Page
179
Last Page
188
Recommended Citation
HOLAGH, M. V, MAHARRAMV, A. M, ALLAHVERDIYEV, M. A, RAMAZANI, A, AHMADI, Y, & SOULDOZI, A (2012). One-pot synthesis of fully substituted 1,3,4-oxadiazole derivatives from aromatic carboxylic acids, cyclobutanone and N-isocyaniminotriphenylphosphorane. Turkish Journal of Chemistry 36 (1): 179-188. https://doi.org/10.3906/kim-1102-3
