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

Waddell, Lachlan, Henry, Martyn, Mostafa, Mohamed and Sutherland, Andrew ORCID logoORCID: https://orcid.org/0000-0001-7907-5766 (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)

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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: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: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 54(20): 4551-4560
Publisher Policy:Reproduced with the permission of the Publisher

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

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