Heterocyclization Approach for Electrooxidative Coupling of Functional Primary Alkylamines with Aromatics
Heterocyclization Approach for Electrooxidative Coupling of Functional Primary Alkylamines with Aromatics
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DOI：
10.1021/jacs.5b06526
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发表时间：
2015-08-12
影响因子：
15
通讯作者：
Yoshida, Jun-ichi
中科院分区：
文献类型：
--
作者：
Morofuji, Tatsuya;Shimizu, Akihiro;Yoshida, Jun-ichi
提出了一种新的芳香族化合物与带有羟基、氨基等官能团的烷基伯胺的电氧化偶联方法。转化成功的关键是功能性伯烷基胺的杂环化。用腈或其等价物处理带有官能团的伯烷基胺得到相应的杂环。芳族底物在杂环存在下的电化学氧化，然后在非氧化条件下进行化学反应，得到所需的偶联产物。
A new approach for electrooxidative coupling of aromatic compounds and primary alkylamines bearing a functional group such as a hydroxyl group and an amino group was developed. The key to the success of the transformation is heterocydization of functional primary alkylamines. Treatment of primary alkylamines bearing a functional group with nitriles or their equivalents gives the corresponding heterocycles. The electrochemical oxidation of aromatic substrates in the presence of the heterocycles followed by chemical reaction under nonoxidative conditions gave the desired coupling products.