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, (doi: 10.1055/a-1884-6988) (Early Online Publication)

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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:EPSRC (Ph.D. studentship to L.J.N.W., EP/T517896/1 and M.C.H., EP/M508056/1).
Status:Early Online Publication
Refereed:Yes
Glasgow Author(s) Enlighten ID:Sutherland, Professor Andrew and Waddell, Mr Lachlan and Henry, Mr Martyn and Mostafa, Mohamed
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 2022
Publisher Policy:Reproduced in accordance with the publisher copyright policy

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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
312561EPSRC DTP 2020/21Christopher PearceEngineering and Physical Sciences Research Council (EPSRC)EP/T517896/1Research and Innovation Services
190906EPSRC 2015 DTPMary Beth KneafseyEngineering and Physical Sciences Research Council (EPSRC)EP/M508056/1Research and Innovation Services