Chemoselective Nitro Reduction Using Nitrogen‐Doped Carbon‐Encapsulated Ni Catalyst and Y‐Type Packed Bed Column for Continuous Flow Reaction

Selective reduction of nitro‐containing arenes and heteroarenes was achieved in 5 minutes at room temperature utilizing inexpensive NaBH4 as a hydrogen source and a newly developed Ni@N−C catalyst, obtained via a simple carbon coating process without the need for an external carbon source. A wide va...

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Veröffentlicht in:Advanced synthesis & catalysis 2023-07, Vol.365 (13), p.2230-2239
Hauptverfasser: Cao, Lei, Asad Abbas, Syed, Hyeon Jeong, Seo, Seo, Dongho, Min Nam, Ki, Kyoon Park, Jin
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Sprache:eng
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Zusammenfassung:Selective reduction of nitro‐containing arenes and heteroarenes was achieved in 5 minutes at room temperature utilizing inexpensive NaBH4 as a hydrogen source and a newly developed Ni@N−C catalyst, obtained via a simple carbon coating process without the need for an external carbon source. A wide variety of nitro derivatives, including pharmaceutical molecules, was successfully reduced to the corresponding amines in yields ranging from 45% to 99% using the Ni@N−C catalyst under general batch conditions. The reactivity and selectivity of the nitro reduction were further enhanced by a continuous flow reaction system, especially when a newly designed Y‐type column was used, and the Osimertinib intermediate was produced on gram scale after 24 hours without any nickel metal contamination or silica gel chromatography purification.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202300357