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83 Reads
Microwave Irradiation: Polar Diels-Alder Reactions Using Nitropyrrole and Nitroindole Derivates as Electrophiles
Pedro Mancini
,
Maria Kneeteman
,
Anna Francesca López Baena
,
Claudia Della Rosa
,
Guillermo Gamboa
Published:
05 November 2014 by
MDPI
in
The 18th International Electronic Conference on Synthetic Organic Chemistry
session
Microwave Assisted Synthesis
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Mancini, P.; Kneeteman, M.; López Baena, A.F.; Della Rosa, C.; Gamboa, G. Microwave Irradiation: Polar Diels-Alder Reactions Using Nitropyrrole and Nitroindole Derivates as Electrophiles, in Proceedings of the 18th International Electronic Conference on Synthetic Organic Chemistry, 1–30 November 2014, MDPI: Basel, Switzerland, doi:10.3390/ecsoc-18-c014
In this work we studied the influence of the microwave irradiation in polar Diels-Alder reactions between nitropyrrole and nitroindole derivatives acting as electrophiles with dienes of different nucleophilicity. The cycloadditions was performed under two conditions using benzene as the reaction medium and solvent free. The results clearly confirm that the use of microwave irradiation in this type of reactions have advantages in relation to the carried out under classical heating, though in general the products obtained are similar, but with lower reaction times and increases in the yield.
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One-Pot Syntheses Using Carbonyl Compounds Catalyzed by Ce(III) Supported on a Weakly Acidic Cation-Exchanger Resin
Eva Havrankova
,
Pavel Pazdera
Published:
06 November 2014 by
MDPI
in
The 18th International Electronic Conference on Synthetic Organic Chemistry
session
General Organic Synthesis
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Havrankova, E.; Pazdera, P. One-Pot Syntheses Using Carbonyl Compounds Catalyzed by Ce(III) Supported on a Weakly Acidic Cation-Exchanger Resin, in Proceedings of the 18th International Electronic Conference on Synthetic Organic Chemistry, 1–30 November 2014, MDPI: Basel, Switzerland, doi:10.3390/ecsoc-18-a050
One of the possibilities to sophisticate compound syntheses is catalysis using supported catalyst which combines the advantages of both homogeneous and heterogeneous catalyst. An application of Ce(III) inorganic salts, first of all CeCl3.7H2O doped by sodium iodide, not until has been described from start of 21st Century. Twenty communications has been present during this time only. Catalysis by Ce(III) salts has been used for an activation of carbonyl compounds and their derivatives in syntheses. Easily available, cheap and mechanically and thermally stable industrial cation-exchangers may be used as carriers1. These in connection with complex of cerium in oxidation state of 3+ provide an effective, easily separable and recyclable catalytic system. This system has been studied with a view to its possible synthetic applications on model three-component domino syntheses, i.e. Kabachnik-Fields one-pot synthesis of α-aminophosphonates2, and Prins-Ritter one-pot synthesis of 4-amidotetrahydropyran derivatives3, respectively. It has been discovered that cation Ce(III) supported on a weak acid macroporous cation-exchanger has shown in the studied reactions at least the same or better catalytic activity as salt CeCl3.7H2O, eventually doped by NaI.
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