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Sulfonamidation of Aryl and Heteroaryl Halides through Photosensitized Nickel Catalysis.

Taehoon KimStefan J McCarverChulbom LeeDavid W C MacMillan
Published in: Angewandte Chemie (International ed. in English) (2018)
Herein we report a highly efficient method for nickel-catalyzed C-N bond formation between sulfonamides and aryl electrophiles. This technology provides generic access to a broad range of N-aryl and N-heteroaryl sulfonamide motifs, which are widely represented in drug discovery. Initial mechanistic studies suggest an energy-transfer mechanism wherein C-N bond reductive elimination occurs from a triplet excited NiII complex. Late-stage sulfonamidation in the synthesis of a pharmacologically relevant structure is also demonstrated.
Keyphrases
  • energy transfer
  • highly efficient
  • drug discovery
  • quantum dots
  • reduced graphene oxide
  • carbon nanotubes
  • room temperature
  • metal organic framework