Coupling of C-nitro-NH-azoles with arylboronic acids. A route to N-aryl-C-nitroazoles

A method for the synthesis of N-aryl-C-nitroazoles is presented. A coupling reaction between variously substituted arylboronic acids and 3(5)-nitro-1H-pyrazole catalyzed by copper salt has been carried out in methanol in the presence of sodium hydroxide to afford the desired N-aryl-C-nitroazoles in...

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Detalles Bibliográficos
Autores principales: Kurpet, Marta K, Dąbrowska, Aleksandra, Jarosz, Małgorzata M, Kajewska-Kania, Katarzyna, Kuźnik, Nikodem, Suwiński, Jerzy W
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3740504/
https://www.ncbi.nlm.nih.gov/pubmed/23946851
http://dx.doi.org/10.3762/bjoc.9.173
Descripción
Sumario:A method for the synthesis of N-aryl-C-nitroazoles is presented. A coupling reaction between variously substituted arylboronic acids and 3(5)-nitro-1H-pyrazole catalyzed by copper salt has been carried out in methanol in the presence of sodium hydroxide to afford the desired N-aryl-C-nitroazoles in good yields. This synthetic route has also been successfully applied to obtain N-phenyl derivatives of 4-nitropyrazole, 2-nitroimidazole, 4(5)-nitroimidazole and 3-nitro-1,2,4-triazole.

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