2024
DOI: 10.1021/acs.orglett.4c03753
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Copper-Catalyzed One-Pot Protocol for Reductive N-Arylation of Nitroarenes with (Hetero)aryl Chlorides in Water

Peng Hong,
Lifang Wang,
Xinhai Zhu
et al.

Abstract: A novel protocol for the Cu-catalyzed reductive N-arylation of nitroarenes with (hetero)aryl chlorides in water has been realized. Combining N-(9H-carbazol-9-yl)-6-hydroxypicolinamide (L2) with oxalohydrazide is vital to realize the method at 90 °C with a loading of 5 mol % of Cu 2 O/L2. Various nitroarenes and aryl chlorides have been successfully coupled in good to excellent isolated yields. Further, two diarylamine-containing key intermediates, 3f and 4u, have been smoothly synthesized on a gram scale using… Show more

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