2010
DOI: 10.1016/j.tetasy.2010.10.009
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Chiral quaternary alkylammonium ionic liquid [Pro-dabco][BF4]: as a recyclable and highly efficient organocatalyst for asymmetric Michael addition reactions

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Cited by 64 publications
(23 citation statements)
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“…But two serious drawbacks, low reactivity and high catalyst loading, limited their application in chemical industry. Recently, we have reported a series of quaternary alkylammonium ILs based on the skeleton of 1,4‐diazobicyclo [2.2.2] octane (DABCO), and they are shown to be very effective catalysts for many important reactions . In continuation of our studies directed toward the use of ionic liquids as catalysts in organic synthesis, here, we disclose the results of our study on using of 3 mol% Dabco‐base ILs as highly efficient catalysts for the synthesis of bis(pyrazol‐5‐ol)s via one‐pot pseudo‐five‐ component condensation of hydrazine derivatives (2 eq.)…”
Section: Introductionmentioning
confidence: 70%
“…But two serious drawbacks, low reactivity and high catalyst loading, limited their application in chemical industry. Recently, we have reported a series of quaternary alkylammonium ILs based on the skeleton of 1,4‐diazobicyclo [2.2.2] octane (DABCO), and they are shown to be very effective catalysts for many important reactions . In continuation of our studies directed toward the use of ionic liquids as catalysts in organic synthesis, here, we disclose the results of our study on using of 3 mol% Dabco‐base ILs as highly efficient catalysts for the synthesis of bis(pyrazol‐5‐ol)s via one‐pot pseudo‐five‐ component condensation of hydrazine derivatives (2 eq.)…”
Section: Introductionmentioning
confidence: 70%
“…The residue was dissolved in 40 mL of DCM and 40 mL of water and the aqueous phase was washed with DCM (30 mL × 2) The combined organic layers were washed with brine (30 mL), dried (Na 2 SO 4 anh) and concentrated. The product was purified by column chromatography by a mixture hexane/EtOAc (9:1) obtaining 5.0 g (95 % yield) of a colorless oil, [ α ] D 25 = –35.3 ( c = 0.32, DCM), lit . [ α ] D 25 = –40.5 ( c = 0.80, CHCl 3 ), R f = 0.66 (hexane/EtOAc, 4:1).…”
Section: Methodsmentioning
confidence: 99%
“…Among the different kinds of ionic liquids, functional ILs are particularly attractive and they have shown good performance in different organic reactions In recent years, we also have reported a new kind of quaternary alkylammonium ionic liquids and they are shown to be very efficient catalysts for many important reactions, such as Michael addition, Knoevenagel reaction, Kabachnik–Fields reaction, and tandem Knoevenagel–Michael reaction . Very recently, we have found that these ionic liquid catalysts are also highly efficient for Friedel–Crafts alkylation in the synthesis of bis(naphthol)methanes and bis(indolyl)methanes under green conditions .…”
Section: Introductionmentioning
confidence: 99%