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Synthesis 2022; 54(20): 4551-4560
DOI: 10.1055/a-1884-6988
DOI: 10.1055/a-1884-6988
paper
One-Pot Synthesis of Diaryl Sulfonamides using an Iron- and Copper-Catalyzed Aryl C–H Amidation Process
Authors
We are grateful for funding from the Engineering and Physical Sciences Research Council (EPSRC) (Ph.D. studentships to L.J.N.W., EP/T517896/1 and M.C.H., EP/M508056/1). Financial support from the Ministry of Higher Education and Scientific Research, the University of Benghazi, Libya (studentship to M.A.B.M.) and the University of Glasgow is gratefully acknowledged.
Abstract
A one-pot, two-stage synthesis of diaryl sulfonamides using sequential iron and copper catalysis is developed. Regioselective para-iodination of activated arenes by the super Lewis acid, iron triflimide and N-iodosuccinimide (NIS), is followed by a copper(I)-catalyzed N-arylation reaction. The process is found to be applicable for the coupling of a range of anisoles, anilines and acetanilides with primary sulfonamides and is used for the one-pot synthesis of biologically important compounds.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1884-6988.
- Supporting Information (PDF)
Publication History
Received: 01 June 2022
Accepted after revision: 24 June 2022
Accepted Manuscript online:
24 June 2022
Article published online:
27 July 2022
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