Metal-Free Photoredox Catalyzed Sulfonylation of Phenylhydrazines with Thiols

The sulfonylation method stands out as a simple and efficient approach for synthesizing sulfonamides. Despite the advancements in constructing the sulfonamide framework, the potential use of phenyl hydrazine as an amination source remains unexplored. Herein, we report a metal-free, environment-frien...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2024-05, Vol.26 (18), p.3796-3800
Main Authors: Kushwaha, Ambuj Kumar, Kamal, Arsala, Kumari, Pooja, Singh, Sundaram
Format: Article
Language:English
Subjects:
amination
catalysts
eosin
hydrazine
redox reactions
solvents
sulfonylation
thiols
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:The sulfonylation method stands out as a simple and efficient approach for synthesizing sulfonamides. Despite the advancements in constructing the sulfonamide framework, the potential use of phenyl hydrazine as an amination source remains unexplored. Herein, we report a metal-free, environment-friendly photoredox-catalyzed sulfonylation of phenylhydrazines using thiols, employing MeCN:H2O as a green solvent and eosin Y as a photoredox catalyst. This strategy exhibits a broad substrate scope and good functional group compatibility, including hetero­(aryl) as well as aliphatic phenylhydrazines. Finally, this protocol also demonstrated good application for the synthesis of pharmaceutical analogues.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c00849