Synthesis of\nPrimary and Secondary Amines via Electrochemical\nReduction of Hydrazines

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

Publication Details

Journal
Figshare
Published
2024-12-13
DOI
https://doi.org/10.1021/acs.orglett.4c04040.s001
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Synthesis of\nPrimary and Secondary Amines via Electrochemical\nReduction of Hydrazines

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Radical Photochemical Reactions
article

Synthesis of\nPrimary and Secondary Amines via Electrochemical\nReduction of Hydrazines

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Abstract

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

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Radical Photochemical Reactions
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Synthesis of\nPrimary and Secondary Amines via Electrochemical\nReduction of Hydrazines · Figshare (2024) | TGRS Research Map | TGRS