Synthesis, Characterization, and Optimization of Novel Furan-ring Fused Chalcones via Radical Cyclization of α,β-Unsaturated Ketones and Cyclic Ketone

Title:Synthesis, Characterization, and Optimization of Novel Furan-ring Fused Chalcones via Radical Cyclization of α,β-Unsaturated Ketones and Cyclic Ketone

Volume: 21 Issue: 6

Author(s): Emine Vildan Burgaz*, Bahareh Noshadi and Mehtap Yakut

Affiliation:

• Faculty of Pharmacy, Eastern Mediterranean University, Famagusta North Cyprus via Mersin 10, Turkey

Keywords: Chalcone, cyclic ketone, cyclization, manganese (III) acetate, furan, flavonoids.

Abstract: Novel Furan-ring Fused Chalcones (FFC) were synthesized using a radical cyclization reaction of α,β-unsaturated ketones with cyclic ketone as the model reaction to attain this goal. In this study, traditional and microwave-assisted methods for the efficient and cost-effective synthesis of furan-ring fused chalcones in mild reaction conditions are compared and optimized. The goal is to develop a reliable and adaptable synthetic technique that may be used to produce these useful chalcone derivatives quickly and effectively. The optimal experimental conditions for these reactions were carefully determined using two independent methodologies: conventional (Method A) and microwave (Method B). The results indicated that the proposed method B could be used effectively in the future to synthesize novel furans with short reaction times and acceptable yields (87-94 %), and products were purified by column chromatography and preparative thin layer chromatography (PTLC). All new compounds were characterized by ¹H-NMR, ¹³C-NMR, LC-MS, and elemental analyses.

Cite this article as:

Burgaz Vildan Emine*, Noshadi Bahareh and Yakut Mehtap, Synthesis, Characterization, and Optimization of Novel Furan-ring Fused Chalcones via Radical Cyclization of α,β-Unsaturated Ketones and Cyclic Ketone, Letters in Organic Chemistry 2024; 21 (6) . https://dx.doi.org/10.2174/0115701786274099231117113559