Copper/iron controlled regioselective 1,2-carboazidation of 1,3-dienes with acetonitrile and azidotrimethylsilane

Carboazidation and diazidation were carried out on 1,3-diene compounds using TMSN<sub>3</sub> as the azide source and MeCN as the cyanoalkylation reagent. This method exhibits excellent functional group tolerance, a broad substrate range, and a short reaction time, providing an effective pathway for synthesizing valuable azides. Our report introduces an unprecedented strategy for the carboazidation and diazidation of 1,3-dienes, with mechanism studies indicating that the reaction involves a radical pathway.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2024-12-18
DOI
https://doi.org/10.1039/d4ob01661k
Citations
5
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.25
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article

Copper/iron controlled regioselective 1,2-carboazidation of 1,3-dienes with acetonitrile and azidotrimethylsilane

Ren‐Jie Song, Zhong Yao, Jun Hu
5 citations
Organic & Biomolecular Chemistry
Catalytic C–H Functionalization Methods
1.25
article

Copper/iron controlled regioselective 1,2-carboazidation of 1,3-dienes with acetonitrile and azidotrimethylsilane

Ren‐Jie Song, Zhong Yao, Jun Hu
article en
5 citations

Abstract

Carboazidation and diazidation were carried out on 1,3-diene compounds using TMSN<sub>3</sub> as the azide source and MeCN as the cyanoalkylation reagent. This method exhibits excellent functional group tolerance, a broad substrate range, and a short reaction time, providing an effective pathway for synthesizing valuable azides. Our report introduces an unprecedented strategy for the carboazidation and diazidation of 1,3-dienes, with mechanism studies indicating that the reaction involves a radical pathway.

Organic & Biomolecular ChemistryVol. 23(6)
Hunan University (CN), State Key Laboratory of Chemobiosensing and Chemometrics (CN), Nanchang Hangkong University (CN)
Openalex Percentile: Top 22%
Catalytic C–H Functionalization Methods
1.25
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