Electrochemical Synthesis of Sulfonamides

  • Author: ChemistryViews.org
  • Published: 02 April 2019
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
  • Source / Publisher: Journal of the American Chemical Society/ACS Publications
  • Associated Societies: American Chemical Society (ACS), USA
thumbnail image: Electrochemical Synthesis of Sulfonamides

Sulfonamides (pictured) are useful compounds, e.g., in pharmaceutical or agro-chemistry. They are often synthesized from sulfonyl chlorides. However, these reagents are toxic and highly reactive. A mild, direct coupling between low-cost, readily available amines and thiols would be preferable. Developing approaches for such a reaction has been challenging.

Timothy Noël, Eindhoven University of Technology, The Netherlands, and colleagues have developed an electrochemical oxidative coupling of amines and thiols for the synthesis of sulfonamides. The team reacted ammonia, primary amines, or secondary amines with either thiols or the corresponding disulfides in an electrochemical reactor. The reaction was carried out in a mixture of acetonitrile and dilute hydrochloric acid, with Me4NBF4 as an electrolyte.

The desired products were obtained in moderate to good yields, in some cases within five minutes. Hydrogen is formed as a byproduct. The reaction does not require a catalyst or any other reagents. It has a broad substrate scope and tolerates a variety of functional groups. According to the researchers, the method could be useful in both academic and industrial settings.


Article Views: 1605

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 ChemistryViews.org, please contact us first for permission and consult our permisson 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