Synthesis of dihydrofurans using biosynthesized CuO nanoparticles

Authors

• Javad Safaei-Ghomi * ¹
• Hossein Shahbazi-Alavi ²

1. Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, P.O. Box 87317-51167, I. R. Iran
2. Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, 51167 Kashan, I. R. Iran.

Abstract

The preparation of trans-dihydrofurans has been achieved by a one-pot condensation reaction of 4-bromophenacyl bromide, aromatic aldehydes and 5,5-dimethyl-1,3-cyclohexanedione using biosynthesized CuO nanoparticles under reflux conditions in ethanol. CuO nanoparticles (CuO NPs) were prepared using extractof leaves of Ajuga chamaecistus Subsp. Scoparia. The key advantages of this process are the diastereoselective synthesis, reusability of the catalyst, low catalyst loading, excellent yields, short reaction times, simple workup and environmentally benign. Fully optimized structures of trans and cis dihydrofurans were obtained by B3LYP/6-31G(d,p) method. The structures of the prepared trans-2,3-dihydrofurans were fully characterized by ¹H and ¹³C NMR spectra, IR spectra, and elemental analysis.

Keywords

• One-pot
• Green synthesis
• Reusable catalyst.
• Dihydrofurans
• Biosynthesized CuO nanoparticles