Mechanosynthesis of sulfonamides via a telescopic, environmentally friendly, and cost-effective process

Herein, we demonstrate a solvent-free mechanochemical approach involving a one-pot-double-step procedure mediated by solid sodium hypochlorite (NaOCl·5H 2 O) for the synthesis of sulfonamides. The protocol entails a tandem oxidation–chlorination reaction on disulfides in the presence of a catalytic...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2024-03, Vol.26 (5), p.2684-2691
Main Authors: Cuccu, Federico, Porcheddu, Andrea
Format: Article
Language:English
Subjects:
Amination
Amines
Bioactive compounds
Biological activity
Disulfides
Lewis acid
Oxidation
Reagents
Sodium hypochlorite
Sulfonamides
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Summary:Herein, we demonstrate a solvent-free mechanochemical approach involving a one-pot-double-step procedure mediated by solid sodium hypochlorite (NaOCl·5H 2 O) for the synthesis of sulfonamides. The protocol entails a tandem oxidation–chlorination reaction on disulfides in the presence of a catalytic solid acidic species, followed by an amination prompted by a Lewis acid–base solid inorganic reagent. The methodology works smoothly with aromatic and aliphatic disulfides and amines. The purification process pays due attention to environmental concerns and avoids harsh conditions to obtain pure sulfonamide products. Some relevant biologically active compounds have been prepared with this procedure.
ISSN:1463-9262
1463-9270
DOI:10.1039/D3GC01894F