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Efficient Lewis acid-assisted Brønsted acid (LBA) catalysis in the iron-catalyzed Friedel-Crafts alkylation reaction of indoles

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Jiang Z.-Y., Wu J.-R., Li L., Chen X.-H., Lai G.-Q., Jiang J.-X., Lu Y., Xu L.-W.
Open Chemistry
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2010
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vol. 8
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issue 3
669-673
EN
Lewis acid-assisted Brønsted acid (LBA) catalysis was proposed for the iron-catalyzed Friedel-Crafts alkylation of indoles with chalcones. This proposal was supported by the ESI-MS and cyclic voltammetry. The addition of acac to the iron-catalyzed Friedel-Crafts alkylation of indoles with chalcones created a powerful catalytic system, which makes the alkylation reactions occur easily under mild conditions. [...]
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Lewis acids immobilized in ionic liquid – application for the acetal synthesis

100%
Janus E.
Polish Journal of Chemical Technology
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2013
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vol. 15
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issue 3
78-80
EN
Catalytic systems composed of metal chloride (InCl3, ScCl3, YCl3, YbCl3, LaCl3, BiCl3, ZnCl3 and CuCl3) and 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)-imide, [C1C4Pyrr][NTf2] as ionic liquid were prepared. Catalytic activity of all the systems were compared in acetalization reaction between cyclohexanone and triethyl orthoformate. 1,1-Diethoxycyclohexane were formed with high yield and the selectivity at 0°C within 5 minutes. Selected metal chlorides immobilized in ionic liquid were recycled 5 times without a decrease in their activities
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One-Pot Synthesis of Dibenz[b,f][1,4]oxazepines via Mg(ClO4)2-Catalyzed Ugi Four-Component Reaction and Microwave-Assisted Intramolecular SNAr

88%
Luo J., Wu J., Dai W.-M.
Diversity Oriented Synthesis
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2012
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vol. 1
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issue 1
EN
A general one-pot synthesis of dibenz[b,f][1,4] oxazepine-11(10H)-carboxamides is described. The Ugi four-component reaction (U-4CR) of 2-aminophenols, cyclohexyl isocyanide, 2-chloro-5-nitrobenzaldehyde, and 2-bromobenzoic acids in MeOH in the presence of 25 mol% Mg(ClO4)2 at 30-40 .C for 22-95 h gave the linear Ugi products. The latter were treated with aqueous K2CO3 in MeOH under microwave heating at 120 .C for 10 min for promoting the intramolecular nucleophilic aromatic substitution (SNAr), affording the 6/7/6-fused tricyclic heterocycles in 61-85% yields.
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