Issue 29, 2024

Metal-free efficient synthesis of aryl sulfonamides from N-hydroxy sulfonamide and amines

Abstract

A simple and novel approach has been developed for the synthesis of sulfonamides from N-hydroxy sulfonamide. Notably, the iodine-tert-butyl hydroperoxide (TBHP) system efficiently promoted the sulfonylation reactions of N-hydroxy sulfonamides and amines via the oxidative cleavage of an S–N bond. A variety of aryl sulfonamides were prepared in moderate to good yields using readily available starting materials and the biomass-derived 2-MeTHF solvent. The present method has the advantages of using metal-free reagents, an eco-friendly medium, cost-effective reagents, wide substrate scope, and mild conditions.

Graphical abstract: Metal-free efficient synthesis of aryl sulfonamides from N-hydroxy sulfonamide and amines

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Article information

Article type
Communication
Submitted
25 May 2024
Accepted
02 Jul 2024
First published
03 Jul 2024

Org. Biomol. Chem., 2024,22, 5918-5923

Metal-free efficient synthesis of aryl sulfonamides from N-hydroxy sulfonamide and amines

E. V. Venkat Shivaji Ramarao, J. N. Solanke, R. Chatterjee, S. Gat, V. Dhayalan and R. Dandela, Org. Biomol. Chem., 2024, 22, 5918 DOI: 10.1039/D4OB00878B

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