Amidophosphine Boranes as Easy Reducing Agents for Efficient Conversion of Nitro Compounds to Primary Amines With Iron Catalyst

IF 3.7 2区 化学 Q2 CHEMISTRY, APPLIED Applied Organometallic Chemistry Pub Date : 2025-02-05 DOI:10.1002/aoc.70015
Jyoti Sharma, Pooja Dutta, Abhijit Sau, Tarun K. Panda
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Abstract

We report a direct and efficient methodology for the hydroboration of aliphatic and aryl nitro compounds using amidophosphine-borane {(C6H5)CH2N(PPh)2(BH3)2} in the presence of iron(II) chloride as a catalyst under mild conditions to form primary amines after hydrolysis. Solid amidophosphine-boranes are user-friendly and readily synthesized, revealing remarkable reducing properties toward a comprehensive range of nitro compounds. The scalability of the present approach is defined by performing gram-scale reactions and synthesis of different pharmaceuticals like paracetamol and benzocaine, demonstrating the synthetic applicability of the current strategy.

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氨基膦硼烷作为铁催化剂下硝基化合物高效转化为伯胺的还原剂
我们报道了一种直接和有效的方法,用于脂肪族和芳基硝基化合物的硼化氢,使用偕胺膦-硼烷{(C6H5)CH2N(PPh)2(BH3)2},在氯化铁(II)存在下作为催化剂,在温和的条件下水解后形成伯胺。固体氨基膦硼烷是一种易于合成且易于使用的化合物,对各种硝基化合物具有显著的还原性能。当前方法的可扩展性是通过进行克级反应和合成不同的药物(如扑热息痛和苯佐卡因)来确定的,证明了当前策略的合成适用性。
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来源期刊
Applied Organometallic Chemistry
Applied Organometallic Chemistry 化学-无机化学与核化学
CiteScore
7.80
自引率
10.30%
发文量
408
审稿时长
2.2 months
期刊介绍: All new compounds should be satisfactorily identified and proof of their structure given according to generally accepted standards. Structural reports, such as papers exclusively dealing with synthesis and characterization, analytical techniques, or X-ray diffraction studies of metal-organic or organometallic compounds will not be considered. The editors reserve the right to refuse without peer review any manuscript that does not comply with the aims and scope of the journal. Applied Organometallic Chemistry publishes Full Papers, Reviews, Mini Reviews and Communications of scientific research in all areas of organometallic and metal-organic chemistry involving main group metals, transition metals, lanthanides and actinides. All contributions should contain an explicit application of novel compounds, for instance in materials science, nano science, catalysis, chemical vapour deposition, metal-mediated organic synthesis, polymers, bio-organometallics, metallo-therapy, metallo-diagnostics and medicine. Reviews of books covering aspects of the fields of focus are also published.
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