Direct Amination of Unfunctionalized Aromatics

  • Author: Angewandte Chemie International Edition
  • Published Date: 10 November 2017
  • Source / Publisher: Angewandte Chemie International Edition/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
thumbnail image: Direct Amination of Unfunctionalized Aromatics

Arylamines are essential components of pharmaceuticals, agrochemicals, and organic materials. However, synthetic methods that incorporate arylamines within complex molecular systems generally require catalysts, forcing conditions, and pre-functionalized aromatics.

Daniele Leonori and colleagues, University of Manchester, UK, have developed a general method for direct amination of unfunctionalized aromatics. The researchers used a single-electron transfer (SET) process, mediated by a Ru(bpy)3Cl2 (bpy = 2,2'-bipyridine) catalyst, photoexcited with blue-light emitting (450 nm) diodes. This approach allowed them to generate aminium radicals from protonated O-aryl hydroxylamines. The highly electrophilic aminium radicals react with a range of unfunctionalized aromatics to produce arylamines (pictured) selectively, including complex molecules such as the alkaloid strychnine.

The team used the method to produce a complex drug hybrid that combines the therapeutic properties of two blockbuster drugs, donepezil for the palliative treatment of Alzheimer’s disease and the anti-inflammatory indometacin. The method provides a mild, rapid, and effective route to bioactive molecules from readily accessible starting materials.


Article Views: 2803

Sign in Area

Please sign in below

Additional Sign In options

Please note that to comment on an article you must be registered and logged in.
Registration is for free, you may already be registered to receive, e.g., the newsletter. When you register on this website, please ensure you view our terms and conditions. All comments are subject to moderation.

Article Comments - To add a comment please sign in

If you would like to reuse any content, in print or online, from, please contact us first for permission and consult our permission guidance prior to making your request

Follow on Facebook Follow on Twitter Follow on YouTube Follow on LinkedIn Follow on Instagram RSS Sign up for newsletters

Magazine of Chemistry Europe (16 European Chemical Societies) published by Wiley-VCH