Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/22048
Título: | Synthesis and electrochemical evaluation of substituted imidazo[4,5-d]pyrrolo[3,2-f][1,3] diazepine scaffolds |
Autor(es): | Zaki, M. Bettencourt, Ana Paula Fernandes, Francisco Manuel Carvalho Pinto Proença, M. Fernanda R. P. |
Palavras-chave: | Cyanoformimidoyl imidazole Cyanoacetamide Imidazo-pyrrolodiazepine Cyclic voltammetry Reduction potential |
Data: | Jun-2012 |
Editora: | Elsevier |
Revista: | Tetrahedron |
Citação: | Magdi E.A. Zaki, A. Paula Bettencourt, Francisco M. Fernandes, M. Fernanda Proença, Synthesis and electrochemical evaluation of substituted imidazo[4,5-d]pyrrolo[3,2-f][1,3] diazepine scaffolds, Tetrahedron, Volume 68, Issue 24, 17 June 2012, Pages 4628-4634, ISSN 0040-4020, 10.1016/j.tet.2012.04.030. |
Resumo(s): | Substituted 4-(2,5-dihydro-1H-pyrrol-3-yl)-1H-imidazoles were prepared from 5-amino-1-aryl-4-cyanoformimidoylimidazoles and cyanoacetamide, under mild experimental conditions. The pyrrolyl-imidazoles were cyclized to the corresponding 7,8-dihydroimidazo[4,5-b]pyrrolo[3,4-d]pyridines by reflux in ethanol, with catalysis by DBU. The same pyrrolyl-imidazoles were reacted with orthoesters, at room temperature and in the presence of sulfuric acid, to generate 3,7-dihydro-8H-imidazo[4,5-d]pyrrolo[3,2-f]diazepines in very good yield. Electrochemical studies of the imidazo[4,5-d]pyrrolo[3,2-f][1,3]diazepine derivatives were carried out. The reduction potential of 7-ethyl-3-(4-methoxyphenyl)-8-oxo-7,8-dihydro-3H-imidazo[4,5-d]pyrrolo[3,2-f][1,3]diazepine-9-carbonitrile was in the adequate range for presenting bioreduction properties. |
Tipo: | Artigo |
URI: | https://hdl.handle.net/1822/22048 |
DOI: | 10.1016/j.tet.2012.04.030 |
ISSN: | 0040-4020 |
Versão da editora: | The original publication is available at www.sciencedirect.com/science/article/pii/S0040402012005480 |
Arbitragem científica: | yes |
Acesso: | Acesso restrito UMinho |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Synthesis and electrochemical evaluation .pdf Acesso restrito! | 462,86 kB | Adobe PDF | Ver/Abrir |