Intramolecular hydroamination of aminoalkynes with silver-phenanthroline catalysts

Org Lett. 2008 Sep 4;10(17):3903-6. doi: 10.1021/ol801458g. Epub 2008 Jul 29.

Abstract

Intramolecular hydroamination of several aminoalkynes catalyzed by silver-phenanthroline complexes is reported. This catalyst system complements previous protocols by employing air- and moisture-stable complexes without compromising activity or reaction control. Some of the hydroamination products are subject to a useful aerobic oxidation. Silver-phenanthroline complexes have successfully demonstrated efficacy in the desymmetrization of a prochiral diyne.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Amination
  • Amines / chemistry*
  • Catalysis
  • Imines / chemical synthesis*
  • Phenanthrolines / chemistry
  • Silver / chemistry
  • Stereoisomerism

Substances

  • Alkynes
  • Amines
  • Imines
  • Phenanthrolines
  • Silver