Oxidative Coupling–Thionation of Amines Mediated by Iron-Based Imidazolium Salts for the Preparation of Thioamides
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Título: | Oxidative Coupling–Thionation of Amines Mediated by Iron-Based Imidazolium Salts for the Preparation of Thioamides |
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Autor/es: | Gisbert, Patricia | Pastor, Isidro M. |
Grupo/s de investigación o GITE: | Nuevos Materiales y Catalizadores (MATCAT) |
Centro, Departamento o Servicio: | Universidad de Alicante. Departamento de Química Orgánica |
Palabras clave: | Imidazolium salt | Ionic liquid | Iron(III) catalyst | Sulfur | Thioamides |
Área/s de conocimiento: | Química Orgánica |
Fecha de publicación: | 2-jul-2018 |
Editor: | Georg Thieme Verlag |
Cita bibliográfica: | Synthesis. 2018, 50(15): 3031-3040. doi:10.1055/s-0037-1610179 |
Resumen: | An efficient and selective multicomponent oxidative coupling, involving the use of two different amines, sodium phosphate, and elemental sulfur have been described for the preparation of thioamides, employing microwave irradiation. The use of an iron(III)-based imidazolium salt is essential as catalyst. Indeed, the iron-based catalyst is involved in the oxidative coupling of the two amines and in the subsequent C–S bond formation. The protocol is useful for a wide variety of primary benzylamines and alkylamines, as coupling partners. Thus, various electron-rich and electron-poor substituents in the aromatic rings and also fused piperidine derivatives, are suitable starting materials in this reaction. Some of the obtained products are important synthetic intermediates for natural products. |
Patrocinador/es: | This work was financially supported by the Spanish Ministry (Ministerio de Economía y Competitividad CTQ2015-66624-P) and the University of Alicante (VIGROB-285). |
URI: | http://hdl.handle.net/10045/77778 |
ISSN: | 0039-7881 (Print) | 1437-210X (Online) |
DOI: | 10.1055/s-0037-1610179 |
Idioma: | eng |
Tipo: | info:eu-repo/semantics/article |
Derechos: | © Georg Thieme Verlag Stuttgart · New York |
Revisión científica: | si |
Versión del editor: | https://doi.org/10.1055/s-0037-1610179 |
Aparece en las colecciones: | INV - MATCAT - Artículos de Revistas INV - AMIC - Artículos de Revistas |
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2018_Gisbert_Pastor_Synthesis_final.pdf | Versión final (acceso restringido) | 561,35 kB | Adobe PDF | Abrir Solicitar una copia |
2018_Gisbert_Pastor_Synthesis_revised.pdf | Versión revisada (acceso abierto) | 1,57 MB | Adobe PDF | Abrir Vista previa |
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