Synthesis of <i>N</i>-Methylated Amines via Reduction of Carbamates Using Amidophosphine Borane

A hydride transfer strategy for the synthesis of <i>N</i>-methylated primary, secondary amines, and <i>N</i>-methylated heterocyclic amines is reported. This protocol effectively converts diverse carbamates into <i>N</i>-methylated amines using bench-stable amidophosphine borane as a reducing agent. The reaction demonstrates a broad substrate scope and functional group tolerance under mild conditions. Additionally, the application of this protocol for the synthesis of pharmaceutically active butenafine analogues is shown.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-07-14
DOI
https://doi.org/10.1021/acs.joc.5c01045
Citations
1
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.54
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article

Synthesis of N-Methylated Amines via Reduction of Carbamates Using Amidophosphine Borane

Ajitrao Devadkar, Abhijit Sau, Tarun K. Panda, Ishita Paul et al.
1 citations
The Journal of Organic Chemistry
Asymmetric Hydrogenation and Catalysis
0.54
article

Synthesis of N-Methylated Amines via Reduction of Carbamates Using Amidophosphine Borane

Ajitrao Devadkar, Abhijit Sau, Tarun K. Panda, Ishita Paul, Soumyadip Dey
article en
1 citations

Abstract

A hydride transfer strategy for the synthesis of <i>N</i>-methylated primary, secondary amines, and <i>N</i>-methylated heterocyclic amines is reported. This protocol effectively converts diverse carbamates into <i>N</i>-methylated amines using bench-stable amidophosphine borane as a reducing agent. The reaction demonstrates a broad substrate scope and functional group tolerance under mild conditions. Additionally, the application of this protocol for the synthesis of pharmaceutically active butenafine analogues is shown.

The Journal of Organic ChemistryVol. 90(29)
Indian Institute of Technology Hyderabad (IN)
Clean water and sanitation
Openalex Percentile: Top 34%
Asymmetric Hydrogenation and Catalysis
0.54
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