Acid-Free Copper-Catalyzed Electrophilic Nitration of Electron-Rich Arenes with Guanidine Nitrate.

J Org Chem

The Education Ministry Key Lab of Resource Chemistry, Joint International Research Laboratory of Resource Chemistry, Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, and Shanghai Frontiers Science Center of Biomimetic Catalysis, College of Chemistry and Materials Science, Shanghai Normal University, Shanghai 200234, China.

Published: March 2022

AI Article Synopsis

  • A new method for nitrating electron-rich arenes using copper as a catalyst has been developed.
  • The process involves trimethylsilyl chloride and guanidine nitrate, resulting in a range of nitrated products with yields between 32-99%.
  • This reaction can be performed easily at room temperature without the need for harsh acids or complex setups.

Article Abstract

A practical copper-catalyzed nitration of electron-rich arenes with trimethylsilyl chloride and guanidine nitrate is reported. A variety of nitrated products were generated in moderate to excellent yields (32-99%) at ambient temperature under acid-free, open-flask, and operationally simple conditions.

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http://dx.doi.org/10.1021/acs.joc.1c03020DOI Listing

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