Intramolecular Pd(II)-catalyzed aerobic oxidative amination of alkenes: synthesis of six-membered N-heterocycles

Org Lett. 2012 Mar 2;14(5):1234-7. doi: 10.1021/ol300030w. Epub 2012 Feb 22.


Use of a base-free Pd(DMSO)(2)(TFA)(2) catalyst system enables the synthesis of six-membered nitrogen heterocycles via a Wacker-type aerobic oxidative cyclization of alkenes bearing tethered sulfonamides. Various heterocycles, including morpholines, piperidines, piperazines, and piperazinones, are accessible by this method.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Alkenes / chemistry*
  • Amination
  • Catalysis
  • Cyclization
  • Macrocyclic Compounds / chemical synthesis*
  • Molecular Structure
  • Oxidation-Reduction
  • Palladium / chemistry*


  • Alkenes
  • Macrocyclic Compounds
  • Palladium