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

ABSTRACT We report a direct and efficient methodology for the hydroboration of aliphatic and aryl nitro compounds using amidophosphine‐borane {(C 6 H 5 )CH 2 N(PPh) 2 (BH 3 ) 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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Publication Details

Journal
Applied Organometallic Chemistry
Published
2025-02-05
DOI
https://doi.org/10.1002/aoc.70015
Citations
1
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.54

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article

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

Abhijit Sau, Jyoti Sharma, Tarun K. Panda, Prasun Dutta
1 citations
Applied Organometallic Chemistry
Asymmetric Hydrogenation and Catalysis
0.54
article

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

Abhijit Sau, Jyoti Sharma, Tarun K. Panda, Prasun Dutta
article en
1 citations

Abstract

ABSTRACT We report a direct and efficient methodology for the hydroboration of aliphatic and aryl nitro compounds using amidophosphine‐borane {(C 6 H 5 )CH 2 N(PPh) 2 (BH 3 ) 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.

Applied Organometallic ChemistryVol. 39(3)
Indian Institute of Technology Hyderabad (IN)
Science and Engineering Research Board
Openalex Percentile: Top 39%
Asymmetric Hydrogenation and Catalysis
0.54
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