Artículo
Multi-step Synthesis of Organic Selenides under Visible-light Irradiation: A Continuous Flow Approach
Heredia, Adrián Alberto
; Soria Castro, Silvia Mercedes
; Castro Godoy, Willber David
; Lemir, Ignacio Daniel
; López Vidal, Martín Guillermo
; Bisogno, Fabricio Román
; Argüello, Juan Elias
; Oksdath Mansilla, Gabriela
Fecha de publicación:
02/2020
Editorial:
American Chemical Society
Revista:
Organic Process Research & Development
ISSN:
1083-6160
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
The potential application of multistep continuous-flow systems has had a great impact on the syntheses of active pharmaceutical ingredients, natural products, and commodity chemicals. In this report, the highly efficient combination of a chemical reduction and a photochemical Csp2 -H activation reaction for selenylation of biologically relevant electron-rich arenes was achieved by means of a continuous-flow process. First, the reduction of alkyl and aryl selenocyanates by Rongalite was achieved giving the corresponding diselenides; second, the photoactivation of the Se-Se bond resulted in the selenylation of electron-rich arenes, both steps from good to excellent yields. In all cases, the reaction time was shortened, and isolated yields were improved when compared to batch reaction conditions. Furthermore, connecting both reactions in a multistep continuous-flow sequence was possible even when reductive and photooxidative transformations were coupled.
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Articulos(INFIQC)
Articulos de INST.DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Articulos de INST.DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Citación
Heredia, Adrián Alberto; Soria Castro, Silvia Mercedes; Castro Godoy, Willber David; Lemir, Ignacio Daniel; López Vidal, Martín Guillermo; et al.; Multi-step Synthesis of Organic Selenides under Visible-light Irradiation: A Continuous Flow Approach; American Chemical Society; Organic Process Research & Development; 24; 4; 2-2020; 540-545
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