One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction

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...

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Publicado: 2018
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14770520_v16_n46_p8944_Attorresi
http://hdl.handle.net/20.500.12110/paper_14770520_v16_n46_p8944_Attorresi
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spelling paper:paper_14770520_v16_n46_p8944_Attorresi2023-06-08T16:18:05Z One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction Amines Cyanides Ethanol Polyols Heterocycles Isocyanides Multi-component reactions One step synthesis Primary amines Reaction mechanism Reaction pathways Trifluoroethanol Chemical reactions 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. 2018 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14770520_v16_n46_p8944_Attorresi http://hdl.handle.net/20.500.12110/paper_14770520_v16_n46_p8944_Attorresi
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Amines
Cyanides
Ethanol
Polyols
Heterocycles
Isocyanides
Multi-component reactions
One step synthesis
Primary amines
Reaction mechanism
Reaction pathways
Trifluoroethanol
Chemical reactions
spellingShingle Amines
Cyanides
Ethanol
Polyols
Heterocycles
Isocyanides
Multi-component reactions
One step synthesis
Primary amines
Reaction mechanism
Reaction pathways
Trifluoroethanol
Chemical reactions
One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction
topic_facet Amines
Cyanides
Ethanol
Polyols
Heterocycles
Isocyanides
Multi-component reactions
One step synthesis
Primary amines
Reaction mechanism
Reaction pathways
Trifluoroethanol
Chemical reactions
description 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.
title One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction
title_short One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction
title_full One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction
title_fullStr One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction
title_full_unstemmed One-step synthesis of N, N′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction
title_sort one-step synthesis of n, n′-substituted 4-imidazolidinones by an isocyanide-based pseudo-five-multicomponent reaction
publishDate 2018
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14770520_v16_n46_p8944_Attorresi
http://hdl.handle.net/20.500.12110/paper_14770520_v16_n46_p8944_Attorresi
_version_ 1768543388247785472