| Ionic liquids (ILs), as the'Designer's Solvent', are attracting increasing interest by the chemists. Because of their unique properties, it is considered that ionic liquid would be one of potential cleaner solvent. Recent advance in ionic liquids research provided another route for achieving task-specific ionic liquids (TSILs) in which a functional group is covalently tethered to the cation or anion of the ionic liquid. This paper provided a novel and efficient catalystic system for the organic synthesis of biologically important compounds. The whole work is mainly composed of following three parts:Part I: we first reported the Michael reaction of indole. We obtained the corresponding products via the reaction of indole withα,β-unsaturated ketones catalyzed by [hmim]HSO4. Compared with other reports, the use of an easily accessible and recyclable ionic liquid makes this procedure quite simple, more convenient and environmentally benign.Part II: we described the synthesis of bis(indolyl)menthans and tri(indolyl)methanes by the reaction of indole and aldehydes using the same catalystic system. It was found that condensation reactions of indoles with aldehyde proceeded smoothly in high yields at room temperature. Bis(indolyl)menthans is much easier to be obtained than tri(indolyl)methanes with the same reaction condition. We also studied the mechanism of this reaction.Part III: We studied the ring-opening reaction of aziridine because aziridine is an important intermediate in organic synthesis. Acidic ionic liquid is an efficient catalyst for the reaction of aziridine with alcohols or chlorides, and it makes this ring-opening reaction easy to handle, high yields and short reaction time.
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