Oxidative Organic Transformations Photocatalyzed by NDI in Visible Light.
Org Lett
; 26(35): 7357-7362, 2024 Sep 06.
Article
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| MEDLINE
| ID: mdl-39186013
ABSTRACT
In this work, we report the synthesis and photocatalytic properties of N,N-bis(n-hexyl)-2-bromo-6-(n-hexylamino)-1,4,5,8-naphthalenetetracarboxylic diimide photocatalyst, NDI-PC, in visible light. In the presence of air or oxidant, NDI-PC efficiently enables multiple photooxygenations of isoquinolines, thiocyanation of phenylimidazopyridines, functionalization of quinolinones by allowing regioselective installation of an SCN, SeCN, SPh, SePh, Cl, Br, or I group at the C-3 position, and isomerization of alkenes. Mechanistic investigations suggest an oxidative photoredox process for oxygenation and C-H functionalization, while isomerization is believed to proceed through a photosensitization pathway.
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MEDLINE
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En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2024
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Article