Heliyon · 2023
Green synthesis of novel spiropyrazoline-indolinones in neutral deep eutectic solvents and DFT studies.
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Sadiq Zubi, Ghani Ambreen, Hashmi Muhammad A, Dahshan A, Shahnaz, Al-Mijalli Samiah H, Iqbal Munawar, Hussain Erum A
Аннотация
Novel spiropyrazoline-indolinones (4a-t) have been synthesized successfully in neutral deep eutectic solvents by reacting 5-Cl/Br-isatin (1a-b) with aromatic ketones (2a-b) and a variety of substituted hydrazines (3a-e) in good to excellent yields. This eco-friendly straightforward synthetic protocol discloses good functional group compatibility. The conventional synthetic approach was compared with the greener route of microwave-assisted synthesis of spiropyrazolines using ethanol. This approach utilized mild reaction conditions which furnished high yields in short reaction time employing one pot two-step multicomponent. All new compounds were structurally confirmed by detailed spectroscopic analysis and density functional theory calculations. This method provides efficient access to spiropyrazole derivatives using biodegradable and green solvent.