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N-Arylation of Tertiary Amines under Mild Conditions

Maayan Hirsch, Shubhendu Dhara and Charles E. Diesendruck*

*Schulich Faculty of Chemistry, Technion - Israel Institute of Technology, Haifa, Israel, Email: charlestx.technion.ac.il

M. Hirsch, S. Dhara, C. E. Diesendruck, Org. Lett., 2016, 18, 980-983.

DOI: 10.1021/acs.orglett.6b00078 (free Supporting Information)


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Abstract

A transition-metal-free N-arylation of tertiary amines provides 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.

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Key Words

arylation


ID: J54-Y2016