Electrochemical Iodination-Triggered Mumm Rearrangement of Hydrazones with Acids: Access to <i>N,N</i> ′-Diacylhydrazines

-Diacylhydrazine derivatives are well-known for their extensive applications in agriculture and medicine. In this study, the core skeleton is synthesized via an electrochemical method utilizing commercially available acids and easily accessible hydrazones through an iodination-triggered reaction. This approach broadens the substrate scope under mild reaction conditions. Mechanistic studies indicate that the reaction proceeds via an iodination-triggered reaction between hydrazones and acids to generate an intermediate, which subsequently undergoes Mumm rearrangement to afford the desired products.

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Publication Details

Journal
Organic Letters
Published
2026-07-17
DOI
https://doi.org/10.1021/acs.orglett.6c02737
Primary Topic
Vanadium and Halogenation Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Electrochemical Iodination-Triggered Mumm Rearrangement of Hydrazones with Acids: Access to N,N ′-Diacylhydrazines

X Y Liu, Yiping Liu, Yafei Ji, Yanbing Yin et al.
Organic Letters
Vanadium and Halogenation Chemistry
article

Electrochemical Iodination-Triggered Mumm Rearrangement of Hydrazones with Acids: Access to N,N ′-Diacylhydrazines

X Y Liu, Yiping Liu, Yafei Ji, Yanbing Yin, Shengkui Jin, Xiao Yu
article en

Abstract

-Diacylhydrazine derivatives are well-known for their extensive applications in agriculture and medicine. In this study, the core skeleton is synthesized via an electrochemical method utilizing commercially available acids and easily accessible hydrazones through an iodination-triggered reaction. This approach broadens the substrate scope under mild reaction conditions. Mechanistic studies indicate that the reaction proceeds via an iodination-triggered reaction between hydrazones and acids to generate an intermediate, which subsequently undergoes Mumm rearrangement to afford the desired products.

Organic Letters
East China University of Science and Technology (CN), Chongqing Medical and Pharmaceutical College (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 19%
Vanadium and Halogenation Chemistry
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