Synthesis of naked amino-pyrroloindoline via direct aminocyclization of tryptamine

Org Biomol Chem. 2015 May 21;13(19):5381-4. doi: 10.1039/c5ob00546a.

Abstract

The first direct access to unprotected amino-pyrroloindoline via aminocyclization of tryptamine and tryptophan has been described. A variety of structurally diverse amino-pyrroloindolines are furnished by the use of O-(2,4-dinitrophenyl)hydroxylamine (DPH) as the nitrogen source in the presence of catalytic Rh2(esp)2.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Amines / chemical synthesis*
  • Amines / chemistry
  • Cyclization
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry
  • Tryptamines / chemical synthesis*
  • Tryptamines / chemistry

Substances

  • Alkaloids
  • Amines
  • Indoles
  • Pyrroles
  • Tryptamines
  • tryptamine