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Título: | Deacylative alkylation vs. photoredox catalysis in the synthesis of 3,3'‐bioxindoles |
Autor: | Moreno‐Cabrerizo, Cristina; Ortega‐Martínez, Aitor; Esteruelas, Miguel A. CSIC ORCID; López, Ana M. CSIC ORCID; Nájera, Carmen; Sansano, José M. | Palabras clave: | Photoredox catalysis Bioxindoles Iridium Dacylative bromination Deacylative alkylation |
Fecha de publicación: | 29-may-2020 | Editor: | John Wiley & Sons | Citación: | European Journal of Organic Chemistry 2020(20): 3101-3109 (2020) | Resumen: | The synthesis of 3,3'‐bioxindoles employing deacylative alkylations (DaA) in one‐pot process, where the 3‐bromooxindoles are generated in situ, is described. Good yields and moderate diastereoselections are obtained. By the modification of this procedure the synthesis of pure 3‐bromooxindoles through a deacylative bromination (DaB) is achieved. These bromides are efficiently employed in a photoredox dimerization process to get the desired 3,3'‐bioxindoles in good yields and low diastereoselections. In this single‐electron‐transfer (SET) mechanism the presence of a high quantum‐yield iridium(III) complex ensures high conversions in short reaction times. | Versión del editor: | https://doi.org/10.1002/ejoc.202000375 | URI: | http://hdl.handle.net/10261/212312 | DOI: | 10.1002/ejoc.202000375 | ISSN: | 1434-193X | E-ISSN: | 1099-0690 |
Aparece en las colecciones: | (ISQCH) Artículos |
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Aitor-Sansano-acceptedrevised.pdf | 1,49 MB | Adobe PDF | Visualizar/Abrir |
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