Synthesis of biologically active amines via rhodium-bisphosphite-catalyzed hydroaminomethylation

Org Lett. 2005 Oct 27;7(22):4795-8. doi: 10.1021/ol050848y.

Abstract

[reaction: see text] We report the use of a highly regioselective rhodium-bisphosphite catalyst for olefin hydroaminomethylation. This catalyst system was successfully applied in the synthesis of two biologically active tertiary amines, ibutilide and aripiprazole.

MeSH terms

  • Amination
  • Anti-Arrhythmia Agents / chemical synthesis
  • Anti-Arrhythmia Agents / chemistry
  • Antipsychotic Agents / chemical synthesis
  • Antipsychotic Agents / chemistry
  • Aripiprazole
  • Catalysis
  • Methylation
  • Molecular Structure
  • Phosphites / chemistry*
  • Phosphites / metabolism
  • Piperazines / chemical synthesis*
  • Piperazines / chemistry
  • Quinolones / chemical synthesis*
  • Quinolones / chemistry
  • Rhodium / chemistry*
  • Rhodium / metabolism
  • Stereoisomerism
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry

Substances

  • Anti-Arrhythmia Agents
  • Antipsychotic Agents
  • Phosphites
  • Piperazines
  • Quinolones
  • Sulfonamides
  • ibutilide
  • Aripiprazole
  • Rhodium