Synthesis 2020; 52(08): 1279-1286
DOI: 10.1055/s-0039-1691589
paper
© Georg Thieme Verlag Stuttgart · New York

Microwave-Accelerated N-Acylation of Sulfoximines with Aldehydes under Catalyst-Free Conditions

a  Catalysis and Peptide Research Unit, University of KwaZuluNatal, Durban, 4001, South Africa   Email: naickert1@ukzn.ac.za
,
Srinivas Ambala
a  Catalysis and Peptide Research Unit, University of KwaZuluNatal, Durban, 4001, South Africa   Email: naickert1@ukzn.ac.za
,
b  Department of Chemistry, University of Zululand, Private Bag X1001, KwaDlangezwa 3886, South Africa
,
a  Catalysis and Peptide Research Unit, University of KwaZuluNatal, Durban, 4001, South Africa   Email: naickert1@ukzn.ac.za
,
a  Catalysis and Peptide Research Unit, University of KwaZuluNatal, Durban, 4001, South Africa   Email: naickert1@ukzn.ac.za
c  Science for Life Laboratory, Drug Discovery & Development Platform & Division of Translational Medicine and Chemical Biology, Department of Medical Biochemistry and Biophysics, Karolinska Institutet, Stockholm, Sweden   Email: Per.Arvidsson@scilifelab.se
,
a  Catalysis and Peptide Research Unit, University of KwaZuluNatal, Durban, 4001, South Africa   Email: naickert1@ukzn.ac.za
› Author Affiliations
The authors would like to thank the South African National Research Foundation (grant numbers 105213 and 105236), Aspen Pharmacare, and the South African Medical Research Council for their support.
Further Information

Publication History

Received: 19 November 2019

Accepted after revision: 20 December 2019

Publication Date:
29 January 2020 (online)


Abstract

An efficient catalyst-free radical cross-coupling reaction between aromatic aldehydes and sulfoximines was developed. The reaction took place in the presence of N-bromosuccinimide as the radical initiator under microwave irradiation to afford the corresponding acylated sulfoximines in moderate to excellent yields (27 examples). This protocol proved to be rapid, easy to handle, and applicable to a broad scope of substrates.

Supporting Information

 
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