Issue 29, 2024

Synthesis of 3-sulfonylisoindolin-1-ones from olefinic amides and sodium sulfinates via electrooxidative tandem cyclization

Abstract

Sulfonyl groups are motifs that are widely found in biologically active compounds and drug molecules, many isolated natural products as well as pharmaceuticals contain sulfonyl groups. Herein, we present the synthesis of sulfonyl-substituted isoindolones by a electrochemical oxidative radical cascade cycloaddition reaction of olefinic amides with sodium sulfite under oxidant- and catalyst-free conditions. Various olefinic amides and sodium sulfinates were compatible and gave the desired products in yields up to 99%.

Graphical abstract: Synthesis of 3-sulfonylisoindolin-1-ones from olefinic amides and sodium sulfinates via electrooxidative tandem cyclization

Supplementary files

Article information

Article type
Communication
Submitted
11 Jun 2024
Accepted
27 Jun 2024
First published
28 Jun 2024

Org. Biomol. Chem., 2024,22, 5897-5901

Synthesis of 3-sulfonylisoindolin-1-ones from olefinic amides and sodium sulfinates via electrooxidative tandem cyclization

X. Wang, Z. Zhao, J. Guo, J. Wang and J. Zhao, Org. Biomol. Chem., 2024, 22, 5897 DOI: 10.1039/D4OB00980K

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