Light-Promoted C-N Coupling of Aryl Halides with Nitroarenes.
Angew Chem Int Ed Engl
; 60(10): 5230-5234, 2021 Mar 01.
Article
em En
| MEDLINE
| ID: mdl-33184920
ABSTRACT
A photochemical C-N coupling of aryl halides with nitroarenes is demonstrated for the first time. Catalyzed by a NiII complex in the absence of any external photosensitizer, readily available nitroarenes undergo coupling with a variety of aryl halides, providing a step-economic extension to the widely used Buchwald-Hartwig C-N coupling reaction. The method tolerates coupling partners with steric-congestion and functional groups sensitive to bases and nucleophiles. Mechanistic studies suggest that the reaction proceeds via the addition of an aryl radical, generated from a NiI /NiIII cycle, to a nitrosoarene intermediate.
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MEDLINE
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En
Ano de publicação:
2021
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Article