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Título: | Highly efficient catalysis of retro-claisen reactions: From a quinone derivative to functionalized imidazolium salts |
Autor: | Visbal, Renso CSIC ORCID; Laguna, Antonio CSIC ORCID; Gimeno, M. Concepción CSIC ORCID | Palabras clave: | Nitrogen heterocycles Retro-Claisen reaction Synthetic methods Silver C−C activation |
Fecha de publicación: | 2016 | Editor: | Wiley-VCH | Citación: | Chemistry - A European Journal 22(12): 4189-4195 (2016) | Resumen: | A new and efficient method for the preparation of several imidazolium salts containing an ester group in the C4 position of the aromatic ring through a retro-Claisen reaction pathway between a quinone derivative and several alcohols is described. This new organic transformation proceeds in the absence of a catalyst, but it is greatly catalyzed by different Lewis acids, especially with AgOAc at a very low catalyst loading and in very short reaction times. The process takes place by the nucleophilic attack of the carbonyl groups by the alcohol functionality, thus promoting a double C-C bond cleavage and C-H and C-O bond formation. This reaction represents the first example of this type between a quinone derivative and alcohols. | URI: | http://hdl.handle.net/10261/154885 | DOI: | 10.1002/chem.201505095 | Identificadores: | doi: 10.1002/chem.201505095 e-issn: 1521-3765 issn: 0947-6539 |
Aparece en las colecciones: | (ISQCH) Artículos |
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accesoRestringido.pdf | 15,38 kB | Adobe PDF | Visualizar/Abrir |
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