| LED-Assisted Synthesis of Amino-Functionalized Pyrazolone-Dithiofulvene Hybrids |
| کد مقاله : 1125-ICOC |
| نویسندگان |
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فاروق نصیری *1، مائده ربیعی2 1عضو هیات علمی دانشگاه محقق اردبیلی 2Department of Applied Chemistry, University of Mohaghegh Ardabil |
| چکیده مقاله |
| Recent advances in green chemistry emphasize the importance of sustainable synthetic methodologies, particularly those employing photochemical activation under mild conditions [1]. In this study, we report a highly efficient, solvent free, one pot synthesis of amino functionalized pyrazolone dithiofulvene hybrids, building upon our earlier work with pyrazolone–carbon disulfide transformations [2,3]. The reaction proceeds smoothly under ambient LED irradiation, highlighting the crucial role of photochemistry in promoting this transformation and demonstrating the potential of LED activation in heterocyclic synthesis. A mixture of pyrazolones, carbon disulfide, and triethylamine was first irradiated to generate dithiolate salts, which subsequently underwent condensation with β nitrostyrenes to afford the desired hybrids. The process is operationally simple, reproducible, and environmentally benign, delivering products 3a–3d in excellent yields (87–90%). Notably, the reaction is strictly light dependent, with no product formation observed in the absence of LED irradiation. The obtained compounds were isolated as inseparable mixtures of E and Z stereoisomers, whose structures were confirmed by FT IR, ¹H NMR, ¹³C NMR, and mass spectrometry. Spectroscopic data revealed characteristic signals for amino functionalities and geometric isomers, while HRMS validated the molecular weights. This eco friendly protocol introduces novel heterocyclic frameworks with potential medicinal relevance, underscoring the synergy between pyrazolone chemistry and photochemical activation in sustainable synthesis. |
| کلیدواژه ها |
| LED-assisted synthesis, Pyrazolone-dithiofulvene hybrids, Amino-functionalized heterocycles. |
| وضعیت: پذیرفته شده |