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

E. V. Venkat Shivaji Ramarao, Jayshree Nandkumar Solanke, Rana Chatterjee, Savita Gat, Vasudevan Dhayalan, Rambabu Dandela

Research output: Contribution to journalArticlepeer-review

Abstract

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

Original languageEnglish
Pages (from-to)5918-5923
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume22
Issue number29
DOIs
StatePublished - 3 Jul 2024
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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