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

A simple and novel approach has been developed for the synthesis of sulfonamides from -hydroxy sulfonamide. Notably, the iodine- -butyl hydroperoxide (TBHP) system efficiently promoted the sulfonylation reactions of -hydroxy sulfonamides and amines the oxidative cleavage of an S-N bond. A variety of...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2024-07, Vol.22 (29), p.5918-5923
Main Authors: Venkat Shivaji Ramarao, E V, Solanke, Jayshree Nandkumar, Chatterjee, Rana, Gat, Savita, Dhayalan, Vasudevan, Dandela, Rambabu
Format: Article
Language:English
Subjects:
Amines
Aromatic compounds
Butyl hydroperoxide
Iodine
Reagents
Substrates
Sulfonamides
Synthesis
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A simple and novel approach has been developed for the synthesis of sulfonamides from -hydroxy sulfonamide. Notably, the iodine- -butyl hydroperoxide (TBHP) system efficiently promoted the sulfonylation reactions of -hydroxy sulfonamides and amines 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.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob00878b