One-pot synthesis of diaryl sulfonamides using an iron and copper catalyzed aryl C–H amidation process

Waddell, L., Henry, M., Mostafa, M. and Sutherland, A. (2022) One-pot synthesis of diaryl sulfonamides using an iron and copper catalyzed aryl C–H amidation process. Synthesis, 54(20), pp. 4551-4560. (doi: 10.1055/a-1884-6988)

Abstract

A one-pot, two-stage synthesis of diaryl sulfonamides using sequential iron and copper catalysis has been developed. Regioselective para-iodination of activated arenes by the super Lewis acid, iron triflimide and N-iodosuccinimide (NIS), was followed by a copper(I)-catalyzed N-arylation reaction. The process was found to be applicable for the coupling of a range of anisoles, anilines and acetanilides with primary sulfonamides and was used for the one-pot synthesis of biologically important compounds.

• Item Type: Articles
• Additional Information: Funding: EPSRC (Ph.D. studentship to L.J.N.W., EP/T517896/1 and M.C.H., EP/M508056/1).
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: Henry, Mr Martyn and Sutherland, Professor Andrew and Mostafa, Mohamed and Waddell, Mr Lachlan
• Authors: Waddell, L., Henry, M., Mostafa, M., and Sutherland, A.
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: Synthesis
• Publisher: Thieme Publishing
• ISSN: 0039-7881
• ISSN (Online): 1437-210X
• Published Online: 24 June 2022
• Copyright Holders: Copyright © 2022 Thieme
• First Published: First published in Synthesis 54(20): 4551-4560
• Publisher Policy: Reproduced with the permission of the Publisher

Project Code	Award No	Project Name	Principal Investigator	Funder's Name	Funder Ref	Lead Dept
312561		EPSRC DTP 2020/21	Christopher Pearce	Engineering and Physical Sciences Research Council (EPSRC)	EP/T517896/1	Research and Innovation Services
190906		EPSRC 2015 DTP	Mary Beth Kneafsey	Engineering and Physical Sciences Research Council (EPSRC)	EP/M508056/1	Research and Innovation Services