Carboazidation and diazidation were carried out on 1,3-diene compounds using TMSN 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.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/d4ob01661k | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Copper/iron controlled regioselective 1,2-carboazidation of 1,3-dienes with acetonitrile and azidotrimethylsilane.
Org Biomol Chem
January 2025
Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China.
Carboazidation and diazidation were carried out on 1,3-diene compounds using TMSN 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.
View Article and Find Full Text PDFIron-Catalyzed Enantioselective Radical Carboazidation and Diazidation of α,β-Unsaturated Carbonyl Compounds.
J Am Chem Soc
August 2021
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.
Azidation of alkenes is an efficient protocol to synthesize organic azides which are important structural motifs in organic synthesis. Enantioselective radical azidation, as a useful strategy to install a C-N bond, remains challenging due to the inherently instability and unique structure of radicals. Here, we disclose an efficient enantioselective radical carboazidation and diazidation of -unsaturated ketones and amides catalyzed by chiral ,'-dioxide/Fe(OTf) complexes.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!