Issue 12, 2023

A reductive Sandmeyer-type reaction for the synthesis of sulfoxides from anilines under photocatalysis

Abstract

A reductive Sandmeyer-type sulfinylation reaction of aryldiazonium salts with sodium sulfinates is reported. The reaction takes place under photocatalysis, generating a range of valuable sulfoxides via a radical substitution pathway. Aromatic amines can also be converted to the corresponding sulfoxides via in situ diazotization in a one-pot, two-step process. The late-stage sulfinylation of drug-based amines further demonstrated the practicality of this method.

Graphical abstract: A reductive Sandmeyer-type reaction for the synthesis of sulfoxides from anilines under photocatalysis

Supplementary files

Article information

Article type
Research Article
Submitted
27 Feb 2023
Accepted
14 May 2023
First published
17 May 2023

Org. Chem. Front., 2023,10, 3033-3038

A reductive Sandmeyer-type reaction for the synthesis of sulfoxides from anilines under photocatalysis

G. Peng, H. Cheng, X. Cheng, Y. He, Y. An, J. Wu and D. Zheng, Org. Chem. Front., 2023, 10, 3033 DOI: 10.1039/D3QO00297G

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