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

被引:6
作者
Cao, Lei [1 ,2 ]
Abbas, Syed Asad [1 ,2 ]
Jeong, Seo Hyeon [1 ,2 ]
Seo, Dongho [1 ,2 ]
Nam, Ki Min [1 ,2 ]
Park, Jin Kyoon [1 ,2 ]
机构
[1] Pusan Natl Univ, Dept Chem, Busan 46241, South Korea
[2] Pusan Natl Univ, Inst Funct Mat, Busan 46241, South Korea
基金
新加坡国家研究基金会;
关键词
Heterogeneous catalysis; Chemoselective; Flow chemistry; Nitro reduction; Osimertinib; ONE-POT SYNTHESIS; SELECTIVE HYDROGENATION; NANOPARTICLES; NITROARENES; BIOMASS; CHEMISTRY; METAL; EFFICIENT; SUPPORT; AMINES;
D O I
10.1002/adsc.202300357
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
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.
引用
收藏
页码:2230 / 2239
页数:10
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