Regioselective Synthesis of Dihydrobenzofuro[2,3-b]benzofuran by Reaction of Phenols with Glyoxal Using a Brønsted Acidic Ionic Liquid

Document Type : Research Article


Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, I.R. IRAN


The reaction of 2-naphthol and p-substituted phenols with glyoxal in presence of 1-(4-sulfonylbutyl) pyridinium hydrogensulfate[Py-(CH2)4SO3H][HSO4], a Brønsted acidic ionic liquid, as a green catalyst was studied. The effects of solvent, amount of catalyst, temperature, and time on the yield of the reaction was investigated. It was found, that the use of 5% mol ratio of catalyst (mol percentage of IL to glyoxal) at 80 °C in solvent-free condition gave good yield (80%). The products were characterized based on FT-IR, 1H-NMR, 13C-NMR spectra, and comparison of melting point with an authentic sample. The NMR spectra indicated that the compounds had the acetal structure, nor ether.


Main Subjects

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