Chemoselective reduction of aromatic nitro compounds (o-nitrophenol derivatives) using simple borane-THF without transition metal catalysts, additives, or ligands

被引：1

作者：

Rode, Suryakant R. ^{[1
]}

Mahajan, Prashant ^{[1
]}

Dadhaniya, Bhavik ^{[1
]}

Shirsath, Mahesh K. ^{[1
]}

Thakur, Ravi ^{[1
]}

Doss, Rajesh ^{[1
]}

Khan, Nadeem A. ^{[1
]}

机构：

[1] Jai Res Fdn, Dept Chem, Synth Div, Vapi 396105, Gujarat, India

来源：

TETRAHEDRON LETTERS | 2024年 / 135卷

关键词：

Chemoselective nitro group reduction; Borane reduction; Mild reduction of nitro groups; Intramolecular borane activation; AMMONIA-BORANE; ASYMMETRIC REDUCTION; HYDROGENATION; NITROARENES; KETONES; DEHYDROGENATION; CARBON;

D O I：

10.1016/j.tetlet.2023.154899

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chemoselective reduction of aromatic nitro compounds (ortho-nitrophenol derivatives) using Borane in THF (BH3-THF) at room temperature, without using an additional metal catalyst is reported. Interestingly, nitroarenes containing two or three groups, a selective reduction of the nitro group adjacent to the hydroxy group is observed which happens to be the first Chemoselective reduction protocol for nitro groups using BH3-THF. The presence of the phenolic hydroxyl group is found to be the key that aids in hydrogen transfer to the nitro group through a cyclic transition step.

引用

页数：5