Copper-catalyzed arylation of o-bromoanilides: highly flexible synthesis of hexahydropyrroloindole alkaloids

Org Lett. 2012 Jun 15;14(12):3116-9. doi: 10.1021/ol3012056. Epub 2012 Jun 5.

Abstract

In the presence of catalytic amount of copper iodide, a remote amide-assisted intramolecular arylation followed by alkylation leads to a general and flexible synthetic method toward the synthesis of medicinally interesting hexahydropyrroloindole alkaloids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemical synthesis*
  • Alkylation
  • Anilides / chemistry*
  • Bromine Compounds / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Hydroxylation
  • Indoles / chemistry*
  • Molecular Structure
  • Pyrroles / chemistry*
  • Stereoisomerism

Substances

  • Alkaloids
  • Anilides
  • Bromine Compounds
  • Indoles
  • Pyrroles
  • Copper
  • indole