Copper-catalyzed N-arylation of tert-butyl N-sulfonylcarbamates with diaryliodonium salts at room temperature

Soo Yeon Moon, Moonjee Koh, Kris Rathwell, Seo Hee Jung, Won Suk Kim

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

A new and mild synthetic approach for the synthesis of N-arylsulfonamides under copper-catalyzed conditions at room temperature has been developed. The reaction employs various tert-butyl N-sulfonylcarbamates and diaryliodonium salts to avoid potential genotoxic impurities. A one-pot coupling/Boc-deprotection sequence is also reported to provide mono N-arylsulfonamides in good to excellent yields.

Original languageEnglish
Pages (from-to)1566-1573
Number of pages8
JournalTetrahedron
Volume71
Issue number10
DOIs
StatePublished - 11 Mar 2015

Keywords

  • Copper catalysis
  • Diaryliodonium salts
  • Mono N-arylsulfonamides
  • Room temperature
  • tert-Butyl N-sulfonylcarbamates

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