Abstract
In the present study, a catalytic synthesis of 2-methylene selanyl-4-chromanols has been described. The manuscript highlights a facile Trimethylsulphoxonium iodide (TMSOI) catalysed intramolecular 6-exo-trig coupling reaction in metal-free environment. The reaction exhibits satisfactory yields in presence of multiple free -hydroxyl groups. A stereoselective generation of syn-3-hex-yne-1,5diols has been explored. The relative stereochemistry has been confirmed by single-crystal X-ray of crystalline-selanyl-chromanols. To determine the anticancer efficacy of the synthesized compounds, cell viability assay using MTT was performed against MCF-7 breast cancer cell line. Notably, Compound 9j (IC50 = 3.157 μmol) was found to exhibit potent cytotoxic activity. Compounds 9a and 9e also showed activity with IC50 values of 31.60 ± 4.012 and 36.797 ± 2.72 μmol respectively highlighting the potential of the synthesized compounds as novel lead molecules for future development of potent anti-cancer therapeutics.
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