Abstract:
A pseudo-five-multicomponent reaction involving an isocyanide, a primary amine, two molecules of formaldehyde and water is reported, which gives N,N′-substituted 4-imidazolidinones when trifluoroethanol is used as the solvent. The reaction proceeds with good yields and with a wide variety of amines and isocyanides, providing an efficient new entry to these heterocycles. A preliminary study of the reaction mechanism suggests that trifluoroethanol, although acting as the solvent, is directly involved as a reagent in the reaction pathway. © 2018 The Royal Society of Chemistry.
Registro:
Documento: |
Artículo
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Título: | One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction |
Autor: | Attorresi, C.I.; Bonifazi, E.L.; Ramírez, J.A.; Gola, G.F. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Ciudad Autónoma de Buenos AiresC1428EGA, Argentina CONICET-Universidad de Buenos Aires, Unidad de Microanalisis y Metodos Fisicos Aplicados A Quimica Organica (UMYMFOR), Ciudad Universitaria, Ciudad Autónoma de Buenos AiresC1428EGA, Argentina
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Palabras clave: | Amines; Cyanides; Ethanol; Polyols; Heterocycles; Isocyanides; Multi-component reactions; One step synthesis; Primary amines; Reaction mechanism; Reaction pathways; Trifluoroethanol; Chemical reactions |
Año: | 2018
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Volumen: | 16
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Número: | 46
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Página de inicio: | 8944
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Página de fin: | 8949
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DOI: |
http://dx.doi.org/10.1039/c8ob02229a |
Título revista: | Organic and Biomolecular Chemistry
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Título revista abreviado: | Org. Biomol. Chem.
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ISSN: | 14770520
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CODEN: | OBCRA
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14770520_v16_n46_p8944_Attorresi |
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Citas:
---------- APA ----------
Attorresi, C.I., Bonifazi, E.L., Ramírez, J.A. & Gola, G.F.
(2018)
. One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction. Organic and Biomolecular Chemistry, 16(46), 8944-8949.
http://dx.doi.org/10.1039/c8ob02229a---------- CHICAGO ----------
Attorresi, C.I., Bonifazi, E.L., Ramírez, J.A., Gola, G.F.
"One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction"
. Organic and Biomolecular Chemistry 16, no. 46
(2018) : 8944-8949.
http://dx.doi.org/10.1039/c8ob02229a---------- MLA ----------
Attorresi, C.I., Bonifazi, E.L., Ramírez, J.A., Gola, G.F.
"One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction"
. Organic and Biomolecular Chemistry, vol. 16, no. 46, 2018, pp. 8944-8949.
http://dx.doi.org/10.1039/c8ob02229a---------- VANCOUVER ----------
Attorresi, C.I., Bonifazi, E.L., Ramírez, J.A., Gola, G.F. One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction. Org. Biomol. Chem. 2018;16(46):8944-8949.
http://dx.doi.org/10.1039/c8ob02229a