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Título

Deacylative alkylation vs. photoredox catalysis in the synthesis of 3,3'‐bioxindoles

AutorMoreno‐Cabrerizo, Cristina; Ortega‐Martínez, Aitor; Esteruelas, Miguel A. CSIC ORCID; López, Ana M. CSIC ORCID; Nájera, Carmen; Sansano, José M.
Palabras clavePhotoredox catalysis
Bioxindoles
Iridium
Dacylative bromination
Deacylative alkylation
Fecha de publicación29-may-2020
EditorJohn Wiley & Sons
CitaciónEuropean Journal of Organic Chemistry 2020(20): 3101-3109 (2020)
ResumenThe 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 editorhttps://doi.org/10.1002/ejoc.202000375
URIhttp://hdl.handle.net/10261/212312
DOI10.1002/ejoc.202000375
ISSN1434-193X
E-ISSN1099-0690
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