铜/铁控制1,3-二烯与乙腈和叠氮三甲基硅烷的区域选择性1,2-碳氮化反应。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2024-12-18 DOI:10.1039/D4OB01661K

Jun-Wei Hu, Yao Zhong and Ren-Jie Song

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引用次数: 0

摘要

以 TMSN3 为叠氮源，MeCN 为氰基烷基化试剂，对 1,3 二烯化合物进行了羧基叠氮化和重氮化反应。该方法对官能团的耐受性极佳，底物范围广，反应时间短，为合成有价值的叠氮化物提供了有效途径。我们的报告介绍了一种前所未有的 1,3 二烯羧氮化和重氮化策略，机理研究表明该反应涉及自由基途径。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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

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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 TMSN₃ 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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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.