Exploring new uses for C-H amination: Ni-catalyzed cross-coupling of cyclic sulfamates

Org Lett. 2005 Oct 13;7(21):4685-8. doi: 10.1021/ol051896l.

Abstract

[reaction: see text] Benzene-fused cyclic sulfamates are prepared from ortho-substituted phenolic starting materials through selective C-H amination or olefin aziridination. These unique heterocycles will engage in Ni-catalyzed cross-coupling reactions with aryl- and alkyl-Grignard reagents. Application of modern tools for C-N and C-C bond formation thus makes readily available functional amine derivatives and augments the possible uses for C-H amination in synthesis.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Amination
  • Benzene Derivatives / chemical synthesis*
  • Benzene Derivatives / chemistry
  • Catalysis
  • Cross-Linking Reagents / chemistry*
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry
  • Hydrogen Bonding
  • Nickel / chemistry*
  • Sulfonic Acids / chemical synthesis*
  • Sulfonic Acids / chemistry

Substances

  • Benzene Derivatives
  • Cross-Linking Reagents
  • Heterocyclic Compounds
  • Sulfonic Acids
  • Nickel
  • sulfamic acid