Synthesis of Primary and Secondary Amines via Electrochemical Reduction of Hydrazines

We herein introduce an electrochemical route for the N-N bond cleavage of hydrazines. This mild and green methodology utilized readily available mono- and 1,1-disubstituted hydrazines or their HCl salts as starting materials to access a broad scope of primary and secondary amines in high yields. The mechanistic investigation suggests that the amine product is formed by consecutive SET reduction, and utilization of a hydrazine HCl salt is important for providing sufficient conductivity and acidity to facilitate this reaction.

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Publication Details

Journal
Organic Letters
Published
2024-12-13
DOI
https://doi.org/10.1021/acs.orglett.4c04040
Citations
6
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
1.50

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article

Synthesis of Primary and Secondary Amines via Electrochemical Reduction of Hydrazines

Mingxia Liu, Qiulu Wang, Wenhui Ji, Zixuan Wang et al.
6 citations
Organic Letters
Radical Photochemical Reactions
1.50
article

Synthesis of Primary and Secondary Amines via Electrochemical Reduction of Hydrazines

Mingxia Liu, Qiulu Wang, Wenhui Ji, Zixuan Wang, Zihan Liu, Jin Wang, Dong Wang, Yu Wang
article en
6 citations

Abstract

We herein introduce an electrochemical route for the N-N bond cleavage of hydrazines. This mild and green methodology utilized readily available mono- and 1,1-disubstituted hydrazines or their HCl salts as starting materials to access a broad scope of primary and secondary amines in high yields. The mechanistic investigation suggests that the amine product is formed by consecutive SET reduction, and utilization of a hydrazine HCl salt is important for providing sufficient conductivity and acidity to facilitate this reaction.

Organic LettersVol. 26(51)
Shandong Normal University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 18%
Radical Photochemical Reactions
1.50
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