Abstract
A novel 1,2-benzisothiazol-3(2H)-one-1,1-dioxide (Saccharin)-based functional ionic liquid was designed, synthesized, characterized and successfully utilized as a recyclable catalyst for the synthesis of Biginelli and Hantzcsh heterocycles at room temperature. This green, solvent-free, operationally simple, and efficient strategy for the assembly of various N-containing heterocyclic compounds, including dihydropyrimidins (4), tetrahydroquinazolines (6), hexahydroacridines (8), and thiadiazolo[3,2-a]pyrimidines (12) has been developed in the presence of triethylammonium 2-(1,1-dioxido-3-oxobenzo[d]isothiazol-2(3H)-yl)acetate ([Sac-CH3CO2][Et3NH]) ionic liquid catalyst under neat ball-milling conditions. In all the reactions, the target products were cleanly obtained in high yields without performing any column chromatography. This mechanosynthesis features environmentally benign, short reaction time, efficiency, the feasibility of the large-scale synthesis, and ambient temperature compared to classical reactions.
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