A sustainable protocol has been devisedfor the oxidation ofactivated secondary alcohols to theircorresponding carbonyl compounds, as well as their utilization asselective mono-alkylating reagents for both amide and arylsulfonamide derivatives. Thesereactionsproceed smoothly and in good yields (up to 98%) when conducted in Fe-based deep eutectic solvents (DESs), which serve dual roles as solvents and catalysts. Operatingundermild (40 °C) and aerobic conditions,these transformations are completed within a 4 h time frame. A pharmacologically relevant amide derivative, specifically a PMRT1 inhibitor,has also been successfully synthesizedon a 3g-scale utilizinga reusable FeCl3·6H2O/glycerol Lewis acidic DES
Iron‐Based Deep Eutectic Solvents: Key Players for Amide and Sulfonamide Synthesis and Alcohol Oxidation
Cicco, Luciana;Perna, Filippo Maria;Vitale, Paola
;Capriati, Vito
2024-01-01
Abstract
A sustainable protocol has been devisedfor the oxidation ofactivated secondary alcohols to theircorresponding carbonyl compounds, as well as their utilization asselective mono-alkylating reagents for both amide and arylsulfonamide derivatives. Thesereactionsproceed smoothly and in good yields (up to 98%) when conducted in Fe-based deep eutectic solvents (DESs), which serve dual roles as solvents and catalysts. Operatingundermild (40 °C) and aerobic conditions,these transformations are completed within a 4 h time frame. A pharmacologically relevant amide derivative, specifically a PMRT1 inhibitor,has also been successfully synthesizedon a 3g-scale utilizinga reusable FeCl3·6H2O/glycerol Lewis acidic DESFile | Dimensione | Formato | |
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Eur J Org Chem - 2024 - Cicco - Iron‐Based Deep Eutectic Solvents Key Players for Amide and Sulfonamide Synthesis and (1).pdf
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