European Journal of Chemistry

Synthesis, characterization of flavone, isoflavone, and 2,3-dihydrobenzofuran-3-carboxylate and density functional theory studies

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Huma Aslam Bhatti
Nizam Uddin
Khurshid Ayub
Bibi Saima
Maliha Uroos
Jamshed Iqbal
Shazia Anjum
Mark Edward Light
Abdul Hameed
Khalid Mohammed Khan


We describe the oxidation of flavanones by employing phenyliodonium diacetate to form the flavone (15), isoflavone (8) and 2,3-dihydrobenzofurane (18) in this study. The oxidative method was found to be regioselective and dependent on the substitution pattern present on the two aromatic rings of the starting flavanone. The structures of products obtained were fully characterized by using IR, 1H and 13C NMR spectroscopy and Mass spectrometry. X-ray crystallography further confirms the structures of flavones and isoflavone. The density field theory calculations have also been performed to get more insight about the structures, electronic and spectroscopic properties of synthetic flavonoid derivatives. The geometrical parameters such as bond lengths and angels showed a good correlation with the values obtained through X-ray crystallography. Moreover, the theoretically simulated vibrational and UV-vis spectral values are in agreement with the experimental results.

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How to Cite
Bhatti, H. A.; Uddin, N.; Ayub, K.; Saima, B.; Uroos, M.; Iqbal, J.; Anjum, S.; Light, M. E.; Hameed, A.; Khan, K. M. Synthesis, Characterization of Flavone, Isoflavone, and 2,3-Dihydrobenzofuran-3-Carboxylate and Density Functional Theory Studies. Eur. J. Chem. 2015, 6, 305-313.

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Supporting Agencies

Higher Education Commission, Pakistan and Husein Ebrahim Jamal Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, 75270, Pakistan
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