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Remote Site-Specific Radical Alkynylation of Unactivated C-H Bonds.

Lin WangYong XiaKlaus BerganderArmido Studer
Published in: Organic letters (2018)
A method for remote radical C-H alkynylation at unactivated sites is reported. C-H functionalization proceeds via 1,5-hydrogen atom transfer (HAT) to amidyl radicals that are generated via an addition/fragmentation reaction. The readily installed N-allylsulfonyl moiety is used as a precursor of the N-centered radical. Unactivated secondary and tertiary as well as selected primary C-H bonds can be functionalized by this method.
Keyphrases
  • electron transfer
  • molecular dynamics
  • mass spectrometry
  • transition metal
  • tandem mass spectrometry