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Amine functionalized MCM-41 as a green, efficient, and heterogeneous catalyst for the regioselective synthesis of 5-aryl-2-oxazolidinones, from CO2 and aziridines

Paper ID Volume ID Publish Year Pages File Format Full-Text
40185 45845 2014 10 PDF Available
Title
Amine functionalized MCM-41 as a green, efficient, and heterogeneous catalyst for the regioselective synthesis of 5-aryl-2-oxazolidinones, from CO2 and aziridines
Abstract

•Amine functionalized MCM-41 as an efficient catalyst for 5-aryl-2-oxazolidinones synthesis.•Wide verities of aziridines are synthesized under mild conditions.•The catalyst is remarkably stable and active up to five consecutive recycles.

Covalently linked amine functionalized MCM-41 catalysts were investigated as an efficient, heterogeneous and recyclable catalyst for the coupling of carbon dioxide (CO2) and aziridines providing high conversion with excellent regioselectivity towards 5-aryl-2-oxazolidinones under mild and solvent free conditions. The effect of various reaction parameters, such as temperature, time, and CO2 pressure for the synthesis of 5-aryl-2-oxazolidinones using amine functionalized MCM-41 catalyst was investigated. The optimized protocol was applied to a wide variety of 1-alkyl-2-arylaziridines producing the corresponding 5-aryl-2-oxazolidinones with good yield and excellent regioselectivity. Amine functionalized MCM-41 catalysts were characterized by FT-IR, TG/DTA, high and low angle XRD, and solid state 29Si CPMAS NMR analysis. Furthermore, the catalyst was effectively recycled for five consecutive cycles without any significant loss in its catalytic activity and selectivity under the described reaction conditions. Readily available reagents, mild reaction conditions and effective catalyst recyclability make this protocol simple, convenient, practical and environmentally friendly.

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Keywords
Carbon dioxide; 5-Aryl-2-oxazolidinones; Mesoporous material; Heterogeneous catalyst; Amine functionalized MCM-41
First Page Preview
Amine functionalized MCM-41 as a green, efficient, and heterogeneous catalyst for the regioselective synthesis of 5-aryl-2-oxazolidinones, from CO2 and aziridines
Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 469, 17 January 2014, Pages 340–349
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis