Heterocyclization Approach for Electrooxidative Coupling of Functional Primary Alkylamines with Aromatics

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• 作者：Tatsuya Morofuji ; Akihiro Shimizu ; Jun-ichi Yoshida
• 刊名：Journal of the American Chemical Society
• 出版年：2015
• 出版时间：August 12, 2015
• 年：2015
• 卷：137
• 期：31
• 页码：9816-9819
• 全文大小：411K
• ISSN：1520-5126

文摘

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 heterocyclization 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.