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Shining light for organophotocatalysed site-selective sulfonylation of anilides.
Singh, Swati; Chakrabortty, Gopal; Tiwari, Kajal; Dagar, Neha; Raha Roy, Sudipta.
Afiliación
  • Singh S; Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India. srr@chemistry.iitd.ac.in.
  • Chakrabortty G; Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India. srr@chemistry.iitd.ac.in.
  • Tiwari K; Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India. srr@chemistry.iitd.ac.in.
  • Dagar N; Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India. srr@chemistry.iitd.ac.in.
  • Raha Roy S; Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India. srr@chemistry.iitd.ac.in.
Org Biomol Chem ; 22(37): 7690-7695, 2024 Sep 25.
Article en En | MEDLINE | ID: mdl-39222056
ABSTRACT
The site-selective sulfonylation of C(sp2)-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.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2024 Tipo del documento: Article País de afiliación: India Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2024 Tipo del documento: Article País de afiliación: India Pais de publicación: Reino Unido