N-Arylation of Tertiary Amines under Mild Conditions

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• 作者：Maayan Hirsch ; Shubhendu Dhara ; Charles E. Diesendruck
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：March 4, 2016
• 年：2016
• 卷：18
• 期：5
• 页码：980-983
• 全文大小：278K
• ISSN：1523-7052

文摘

A transition-metal-free procedure for the N-arylation of tertiary amines to sp³ quaternary ammonium salts is described. The presented conditions allow for the isolation of trialkylaryl, dialkyldiaryl, and novel triarylalkyl ammonium salts, including N-chiral quaternary ammonium salts. The reaction works at room temperature, open to air with electron-rich or -poor benzyne precursors and different tertiary amines, allowing the synthesis of a broad range of N-aryl ammonium salts that have applications in a variety of fields.