Shining light for organophotocatalysed site-selective sulfonylation of anilides

The site-selective sulfonylation of C(sp )-H bonds of anilide and quinoline amide derivatives has been developed using organophotocatalysis. This mild and sustainable protocol, which operates at room temperature, precludes the requirement for any metal-based catalyst or photocatalyst and oxidant, wh...

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Veröffentlicht in:Organic & biomolecular chemistry 2024-09, Vol.22 (37), p.7690-7695
Hauptverfasser: Singh, Swati, Chakrabortty, Gopal, Tiwari, Kajal, Dagar, Neha, Raha Roy, Sudipta
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container_issue 37
container_start_page 7690
container_title Organic & biomolecular chemistry
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creator Singh, Swati
Chakrabortty, Gopal
Tiwari, Kajal
Dagar, Neha
Raha Roy, Sudipta
description The site-selective sulfonylation of C(sp )-H bonds of anilide and quinoline amide derivatives has been developed using organophotocatalysis. This mild and sustainable protocol, which operates at room temperature, precludes the requirement for any metal-based catalyst or photocatalyst and oxidant, which are the challenges associated with existing methodologies. Furthermore, the generation of aryl sulfonyl radicals from commercially available aryl sulfonyl chlorides has been achieved through the use of Rose Bengal as an organophotocatalyst, an approach that was previously unexplored. The detailed mechanistic investigation unveiled the underlying mechanism for site-selective sulfonylation at both the proximal and distal positions, thereby establishing a straightforward approach for building valuable aryl sulfone scaffolds.
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source Royal Society Of Chemistry Journals; Alma/SFX Local Collection
subjects Aromatic compounds
Catalysts
Oxidants
Oxidizing agents
Quinoline
Room temperature
Temperature requirements
title Shining light for organophotocatalysed site-selective sulfonylation of anilides
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